[ CAS No. 13133-07-8 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 13133-07-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 13133-07-8 ]

SDS Specification

Alternatived Products of [ 13133-07-8 ]

Product Details of [ 13133-07-8 ]

CAS No. :	13133-07-8	MDL No. :	MFCD00191672
Formula :	C₂₄H₄₂O₂₁	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FLDFNEBHEXLZRX-DLQNOBSRSA-N
M.W :	666.58	Pubchem ID :	166775
Synonyms :		Chemical Name :	(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Safety of [ 13133-07-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 13133-07-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 13133-07-8 ]
Downstream synthetic route of [ 13133-07-8 ]

[ 13133-07-8 ] Synthesis Path-Upstream 1~14

1
[ 25101-99-9 ]
[ 13133-07-8 ]

Yield	Reaction Conditions	Operation in experiment
57 mg	Stage #1: With sodium methylate In methanol for 2.5 h;	The Hex4perAc of 100mg was dissolved in 5mL of ΜeOΗ, then add 18mg, 0.3eq of CH3Ona. After stirring for 2.5 h in the greenhouse,Then add Dowex50Wx2 [H+] to neutralize. After filtering the resin, the solvent is removed under reduced pressure. The remaining portion was dissolved in H2O, Desalting by (Bio-Gel P-2Gel: 10 mL). After freeze drying, a white solid (57 mg) was obtained.

Reference： [1] Patent: CN103638162, 2016, B, . Location in patent: Paragraph 0056
[2] Molecules, 2018, vol. 23, # 2,

2
[ 7512-17-6 ]
[ 57-50-1 ]
[ 84039-32-7 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Yield	Reaction Conditions	Operation in experiment
22.1%	With Aspergillus oryzae NBRC₁₀₀₉₅₉ mycelia In citrate buffer at 30℃; for 8 h; Enzymatic reaction	The hydrolytic activity of β-fructofuranosidase was assayed using sucrose as a substrate, and was monitored by measuring the amount of reducing sugar released from sucrose. The enzyme solution (50 μL) was added to 50 μL of 0.4percent sucrose in 20 mM Na citrate buffer (pH 5.5) and the mixture was incubated at 30 °C. After incubation, the enzymatic reaction was stopped by heating the sample at 95 °C for 5 min. The amount of reducing sugar in the reaction mixture was determined by the Somogyi-Nelson method using glucose as a standard.²² One unit (U) of enzyme activity was defined as the amount of enzyme required to hydrolyze 1 μmol of sucrose per minute under the assay conditions.

Reference： [1] Carbohydrate Research, 2012, vol. 353, p. 27 - 32

3
[ 57-50-1 ]
[ 57-48-7 ]
[ 59432-60-9 ]
[ 50-99-7 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Yield	Reaction Conditions	Operation in experiment
29.89 %Chromat.	With Aspergillus flavus NFCCI 2364 culture filtrate In aq. buffer at 55℃; for 24 h; Microbiological reaction	General procedure: FOS production was carried out by adding 1ml of enzyme samples collected at various time intervals to 3ml of 50percent (w/v) sucrose dissolved in 0.1M citrate buffer (pH 5.5) for period of 24h at 55°C. The amount of FOS formation in the samples was analyzed by high performance liquid chromatography (HPLC, Waters) with sugar-pak column (6.5×300mm) and refractive index (RI) differential detector (RI 2414).
25.31 %Chromat.	With Aspergillus niger SI 19 culture filtrate In aq. buffer at 55℃; for 24 h; Microbiological reaction	General procedure: FOS production was carried out by adding 1ml of enzyme samples collected at various time intervals to 3ml of 50percent (w/v) sucrose dissolved in 0.1M citrate buffer (pH 5.5) for period of 24h at 55°C. The amount of FOS formation in the samples was analyzed by high performance liquid chromatography (HPLC, Waters) with sugar-pak column (6.5×300mm) and refractive index (RI) differential detector (RI 2414).

Reference： [1] Journal of Molecular Catalysis B: Enzymatic, 2013, vol. 97, p. 12 - 17
[2] Journal of Molecular Catalysis B: Enzymatic, 2013, vol. 97, p. 12 - 17

4
[ 57-50-1 ]
[ 57-48-7 ]
[ 50-99-7 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1] Journal of Molecular Catalysis B: Enzymatic, 2015, vol. 111, p. 51 - 55

5
[ 57-50-1 ]
[ 2280-44-6 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1] Tetrahedron Asymmetry, 2016, vol. 27, # 24, p. 1245 - 1252

6
[ 57-50-1 ]
[ 13133-07-8 ]

Reference： [1] Journal of Biological Chemistry, 1952, vol. 199, p. 217,219
[2] Bulletin of the Chemical Society of Japan, 1993, vol. 66, # 2, p. 374 - 379
[3] Carbohydrate Research, 2011, vol. 346, # 16, p. 2633 - 2637

7
[ 57-50-1 ]
[ 50-99-7 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1] Journal of Biotechnology, 2017, vol. 249, p. 25 - 33

8
[ 470-69-9 ]
[ 13101-54-7 ]
[ 13133-07-8 ]

Reference： [1] Bioscience, Biotechnology and Biochemistry, 2002, vol. 66, # 6, p. 1419 - 1422

9
[ 57-50-1 ]
[ 2280-44-6 ]
[ 59432-60-9 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1] Carbohydrate Research, 2008, vol. 343, # 1, p. 56 - 66

10
[ 57-50-1 ]
[ 57-48-7 ]
[ 50-99-7 ]
[ 56-81-5 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1] Journal of Agricultural and Food Chemistry, 2008, vol. 56, # 8, p. 2805 - 2809

11
[ 57-50-1 ]
[ 59432-60-9 ]
[ 50-99-7 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1] Journal of Biotechnology, 2017, vol. 249, p. 25 - 33
[2] Journal of Molecular Catalysis B: Enzymatic, 2012, vol. 76, p. 44 - 51

12
[ 59432-60-9 ]
[ 470-23-5 ]
[ 13133-07-8 ]

Reference： [1] Journal of Agricultural and Food Chemistry, 2003, vol. 51, # 1, p. 224 - 228

13
[ 57-50-1 ]
[ 492-62-6 ]
[ 470-23-5 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1] Journal of Agricultural and Food Chemistry, 2013, vol. 61, # 50, p. 12265 - 12273

14
[ 57-50-1 ]
[ 59432-60-9 ]
[ 137855-42-6 ]
[ 470-69-9 ]
[ 562-68-5 ]
[ 13133-07-8 ]

Reference： [1] Journal of Molecular Catalysis B: Enzymatic, 2014, vol. 109, p. 85 - 93

[ 13133-07-8 ] Synthesis Path-Downstream 1~5

1
[ 57-50-1 ]
[ 2280-44-6 ]
[ 59432-60-9 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1]Carbohydrate Research,2008,vol. 343,p. 56 - 66

2
[ 100-39-0 ]
[ 13133-07-8 ]
3,4,6-tri-O-benzyl-1-O-[3,4,6-tri-O-benzyl-1-O-(1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl)-β-D-fructofuranosyl]-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside [ No CAS ]

Reference： [1]Carbohydrate Research,2008,vol. 343,p. 1366 - 1372

3
inulin [ No CAS ]
[ 67-47-0 ]
[ 57-48-7 ]
[ 59432-60-9 ]
[ 50-99-7 ]
[ 81129-73-9 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Yield	Reaction Conditions	Operation in experiment
	With water;phosphoric acid; at 50 - 95℃; for 0.25 - 0.75h;pH 1.75 - 3.75;	Figure 4, from a second laboratorial work, is a TLC - Thin Layer Chromatography on silicagel 60 (Merck) developed with the mixture isopropanol : ethyl acetate : water 5:1 :2 as mobile phase and with partial runs of 1/3, 2/3, and 3/3 of the front line and developed with orcinol : sulfuric acid : methanol at 1000C for 5 minutes. This figure illustrates the profile of FOS - Fructooligosaccharides when one hydrolyzes purified inulin from dahlia roots (5g%) with phosphoric acid at pH = 2.5 at 850C during 15 minutes (15), 30 minutes (30), and 45 minutes (45), indicating that the modulation of a single kinetic parameter - time of hydrolysis - already allows to govern the quantitative relation of FOS > fructose (cases 15 and 30) or the opposite (FOS < fructose; 45). A similar strategy for FOS > fructose may also be governed by the other parameters (pH itself or temperature of hydrolysis), as shown for hydrolysis of inulin with phosphoric or citric acids at pHs from 1.75 to 3.75 in the range of 5O0C to 95oC (as better explained in Figure 5). In Figure 4, (f) and (g) denotes for free fructose and glucose, respectively. GP refers to the Degree of Polymerization. It is remarkable that phosphoric or citric hydrolyses of inulin may be effectively addressed <n="27"/>to the preferential preparation of FOS - Fructooligosaccharides since when addressed to a higher fructose content (lane 45), some amount of the co-product HMF - hydroxymethylfurfural turns clearly visible in the front zone of the chromatogram. Its companion spot most probably is a DFA (difructose anhydride).; Figure 5 is a bar graphic comparing the effect of the kinetic parameters such as temperature and time of hydrolysis once fixed the hidrogenionic potential at pH = 2.5 and their respective capacities for the modulation on the qualitative nature of the products from the hydrolyses of dahlia inulin with phosphoric or citric acids when the substrate is used at a concentration of 5g%. According to the intended innovation in this patent request - the preferential production of FOS or FrutoOligoSaccharides - is obviously that, for each range of temperature, namely, 750C, 850C ou 950C, either in the phosphoric or in the citric hydrolyses, the formation of FOS is preferential in (8x2 =) 16 assays, except for those two - at 950C and during 25 minutes - where fructose shows predominance with respect to FOS. Incidentally, those two exceptional conditions - which are not the scope of this patent request - also led to the formation of some HMF - hydroxymethylfurfural - undesirable in a inulin hydrolysis, with the attenuating condition that a less expensive practice as activated charcoal is able to remove the contaminant HMF. Concerning the reaction yield reported to the initial inulin input, the diluted phosphoric acid guarantees in the times of 25 min at 850C and of 15 min at 950C percentages of hydrolyses up to 80%, being the most of the products - 76% and 63%, respectively - FOS or frutooligosaccharides and being the remaining fructose since HMF is no longer detected under these conditions of hydrolysis. The same approach is attained with citric acid although with somewhat reduced yields - 64% or 76%, but even so FOS correspond to 78% and 74% of the hydrolysis products.; Figure 6 derives from another practical example of laboratory work, namely a high performance liquid chromatography or HPLC in a column of 10 micra microparticles of silica gel derivatized with amino groups and provided by Spectraphysics. Twenty microliters of a citric hydrolyzate of inulin at 10% obtained at pH 2.5 during 5 or 15 minutes at 850C were applied to the column and elution proceeded with 70% acetonitrile at a 1 mL/min flow rate and the monitoring was carried out with DRI- differential refraction index. It is shown that in both conditions <n="28"/>- 5 and 15 minutes - inulin is converted, by citric acid, into a family of FOS - FructoOligoSaccharides with DP - Degree of Polymerization - 3 to 18 or more (considering the analytical capacity of the referred column), still emphazing that fructose, with respect to FOS concentration, contributes with a maximum of 25% and a minimum of 5%.; Figure 7, resulting from another practical laboratory work, is also - like Figure 6 - a HPLC but carried out with samples arising from phosphoric acid hydrolyses under the same conditions of those described in Figure 6. The qualitative profiles for FOS are quite similar in both figures. In 8 of 9 assays, FOS predominates. In the nineth - 25 minutes of hydrolysis at higher temperature - FOS and fructose contents are more or less equivalent.

Reference： [1]Patent: WO2009/6715,2009,A2 .Location in patent: Page/Page column 25-27

4
inulin [ No CAS ]
[ 67-47-0 ]
[ 57-48-7 ]
[ 59432-60-9 ]
[ 81129-73-9 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Yield	Reaction Conditions	Operation in experiment
	With water;citric acid; at 50 - 95℃; for 0.25 - 0.75h;pH 1.75 - 3.75;	Figure 4, from a second laboratorial work, is a TLC - Thin Layer Chromatography on silicagel 60 (Merck) developed with the mixture isopropanol : ethyl acetate : water 5:1 :2 as mobile phase and with partial runs of 1/3, 2/3, and 3/3 of the front line and developed with orcinol : sulfuric acid : methanol at 1000C for 5 minutes. This figure illustrates the profile of FOS - Fructooligosaccharides when one hydrolyzes purified inulin from dahlia roots (5g%) with phosphoric acid at pH = 2.5 at 850C during 15 minutes (15), 30 minutes (30), and 45 minutes (45), indicating that the modulation of a single kinetic parameter - time of hydrolysis - already allows to govern the quantitative relation of FOS > fructose (cases 15 and 30) or the opposite (FOS < fructose; 45). A similar strategy for FOS > fructose may also be governed by the other parameters (pH itself or temperature of hydrolysis), as shown for hydrolysis of inulin with phosphoric or citric acids at pHs from 1.75 to 3.75 in the range of 5O0C to 95oC (as better explained in Figure 5). In Figure 4, (f) and (g) denotes for free fructose and glucose, respectively. GP refers to the Degree of Polymerization. It is remarkable that phosphoric or citric hydrolyses of inulin may be effectively addressed <n="27"/>to the preferential preparation of FOS - Fructooligosaccharides since when addressed to a higher fructose content (lane 45), some amount of the co-product HMF - hydroxymethylfurfural turns clearly visible in the front zone of the chromatogram. Its companion spot most probably is a DFA (difructose anhydride).; Figure 5 is a bar graphic comparing the effect of the kinetic parameters such as temperature and time of hydrolysis once fixed the hidrogenionic potential at pH = 2.5 and their respective capacities for the modulation on the qualitative nature of the products from the hydrolyses of dahlia inulin with phosphoric or citric acids when the substrate is used at a concentration of 5g%. According to the intended innovation in this patent request - the preferential production of FOS or FrutoOligoSaccharides - is obviously that, for each range of temperature, namely, 750C, 850C ou 950C, either in the phosphoric or in the citric hydrolyses, the formation of FOS is preferential in (8x2 =) 16 assays, except for those two - at 950C and during 25 minutes - where fructose shows predominance with respect to FOS. Incidentally, those two exceptional conditions - which are not the scope of this patent request - also led to the formation of some HMF - hydroxymethylfurfural - undesirable in a inulin hydrolysis, with the attenuating condition that a less expensive practice as activated charcoal is able to remove the contaminant HMF. Concerning the reaction yield reported to the initial inulin input, the diluted phosphoric acid guarantees in the times of 25 min at 850C and of 15 min at 950C percentages of hydrolyses up to 80%, being the most of the products - 76% and 63%, respectively - FOS or frutooligosaccharides and being the remaining fructose since HMF is no longer detected under these conditions of hydrolysis. The same approach is attained with citric acid although with somewhat reduced yields - 64% or 76%, but even so FOS correspond to 78% and 74% of the hydrolysis products.; Figure 6 derives from another practical example of laboratory work, namely a high performance liquid chromatography or HPLC in a column of 10 micra microparticles of silica gel derivatized with amino groups and provided by Spectraphysics. Twenty microliters of a citric hydrolyzate of inulin at 10% obtained at pH 2.5 during 5 or 15 minutes at 850C were applied to the column and elution proceeded with 70% acetonitrile at a 1 mL/min flow rate and the monitoring was carried out with DRI- differential refraction index. It is shown that in both conditions <n="28"/>- 5 and 15 minutes - inulin is converted, by citric acid, into a family of FOS - FructoOligoSaccharides with DP - Degree of Polymerization - 3 to 18 or more (considering the analytical capacity of the referred column), still emphazing that fructose, with respect to FOS concentration, contributes with a maximum of 25% and a minimum of 5%.

Reference： [1]Patent: WO2009/6715,2009,A2 .Location in patent: Page/Page column 25-27

5
[ 57-50-1 ]
[ 57-48-7 ]
[ 50-99-7 ]
[ 56-81-5 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Reference： [1]Journal of Agricultural and Food Chemistry,2008,vol. 56,p. 2805 - 2809

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Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 13133-07-8 ] {[proInfo.proName]}

Quality Control of [ 13133-07-8 ]

Related Doc. of [ 13133-07-8 ]

Product Details of [ 13133-07-8 ]

Safety of [ 13133-07-8 ]

Application In Synthesis of [ 13133-07-8 ]

[ 13133-07-8 ] Synthesis Path-Upstream 1~14

[ 13133-07-8 ] Synthesis Path-Downstream 1~5

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry