[ CAS No. 15186-48-8 ] {[proInfo.proName]}

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Quality Control of [ 15186-48-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 15186-48-8 ]

SDS Specification

Alternatived Products of [ 15186-48-8 ]

Product Details of [ 15186-48-8 ]

CAS No. :	15186-48-8	MDL No. :	MFCD00269682
Formula :	C₆H₁₀O₃	Boiling Point :	-
Linear Structure Formula :	(CH₃)₂CO₂C₂H₃COH	InChI Key :	YSGPYVWACGYQDJ-YFKPBYRVSA-N
M.W :	130.14	Pubchem ID :	259712
Synonyms :

Calculated chemistry of [ 15186-48-8 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.83
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	31.25
TPSA :	35.53 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.11 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.35
Log Po/w (XLOGP3) :	-0.02
Log Po/w (WLOGP) :	0.34
Log Po/w (MLOGP) :	-0.41
Log Po/w (SILICOS-IT) :	1.15
Consensus Log Po/w :	0.48

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-0.57
Solubility :	35.2 mg/ml ; 0.27 mol/l
Class :	Very soluble
Log S (Ali) :	-0.28
Solubility :	68.8 mg/ml ; 0.529 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.64
Solubility :	30.2 mg/ml ; 0.232 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.62

Safety of [ 15186-48-8 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P501-P273-P240-P210-P233-P243-P241-P242-P280-P370+P378-P312-P391-P303+P361+P353-P403+P235	UN#:	1993
Hazard Statements:	H303-H411-H225	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 15186-48-8 ]

* 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 [ 15186-48-8 ]
Downstream synthetic route of [ 15186-48-8 ]

[ 15186-48-8 ] Synthesis Path-Upstream 1~1

1
[ 15186-48-8 ]
[ 114746-70-2 ]

Reference： [1] Tetrahedron, 1999, vol. 55, # 30, p. 9073 - 9088
[2] Tetrahedron Letters, 1985, vol. 26, # 50, p. 6193 - 6196

[ 15186-48-8 ] Synthesis Path-Downstream 1~9

1
[ 95061-47-5 ]
[ 15186-48-8 ]
[ 115407-93-7 ]
[ 115407-94-8 ]

Reference： [1]Chemische Berichte,1988,vol. 121,p. 2035 - 2044

2
[ 137944-39-9 ]
[ 15186-48-8 ]
[ 121466-36-2 ]

Reference： [1]Journal of Organic Chemistry,1989,vol. 54,p. 2420 - 2425

3
[ 2605-68-7 ]
[ 15186-48-8 ]
[ 122520-52-9 ]
(2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methyl-2-propenoate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1989,vol. 54,p. 4055 - 4061

4
[ 651-06-9 ]
[ 15186-48-8 ]
4-[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amino}-N-(5-methoxy-pyrimidin-2-yl)-benzenesulfonamide [ No CAS ]

Reference： [1]Synthetic Communications,2000,vol. 30,p. 2465 - 2478

5
[ 124755-24-4 ]
[ 15186-48-8 ]
ethyl (S,E)-2-bromo-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-enoate [ No CAS ]

Reference： [1]Tetrahedron Letters,2001,vol. 42,p. 5929 - 5931

6
[ 349-43-9 ]
[ 15186-48-8 ]
[ 1033394-86-3 ]
[ 1033394-88-5 ]
[ 1033394-83-0 ]

Yield	Reaction Conditions	Operation in experiment
		Example 1; Reaction of <strong>[349-43-9]ethyl 2-fluoropropionate</strong> (20, Ri=ethyl) with D-glyceraldehyde, 1,2- acetonide (21, R2=methyl)A dry, clean, 2L, 4-neck round bottom flask, equipped with a mechanic stirrer, a thermo couple, a nitrogen inlet, and an addition funnel, was charged with 266 g of anhydrous tetrahydrofuran (THF) and 38.1 g of diisopropylamine. The mixture was stirred and cooled to <-75°C. To the solution was slowly charged 173 g of 1.6 M MeLi solution in ethyl ether while maintaining the batch temperature below -550C. After the addition the mixture was stirred at approximately -750C. for 40 minutes. To this mixture was then slowly added 45.2 g of ethyl 2- fluoropropionate 20 while maintaining the batch temperature below -740C. The mixture was stirred at -760C. for 50 minutes and a solution of 35 g freshly distilled D-glyceraldehyde, 1,2-acetonide 21 in 178 g of anhydrous THF was slowly added while maintaining batch temperature below -740C. After the addition the mixture was stirred for approximately 20 minutes. To it was added 300 g of 20percent NH4Cl solution. The mixture was slowly warmed to ambient temperature and transferred to a separatory funnel. The aqueous phase was separated and extracted with 2X132 g =264 g of dichloromethane. The organic phases were combined, dried over MgSO4, filtered, and concentrated to give 58 g crude aldol product as thick oil. A gas chromatogram showed the oil contained 12.2percent of 24, 43.4percent of 22, and 35.2percent of 23.

Reference： [1]Patent: WO2008/74693,2008,A2 .Location in patent: Page/Page column 13
[2]Tetrahedron Asymmetry,2009,vol. 20,p. 305 - 312

7
[ 349-43-9 ]
[ 15186-48-8 ]
[ 1033394-86-3 ]
[ 1033394-83-0 ]
C₁₁H₁₉FO₅ [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2009,vol. 20,p. 305 - 312

8
[ 35661-51-9 ]
[ 15186-48-8 ]
C₂₁H₂₂N₂O₄ [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2009,vol. 20,p. 1103 - 1105

9
[ 349-43-9 ]
[ 15186-48-8 ]
[ 879551-04-9 ]
[ 1040882-61-8 ]

Yield	Reaction Conditions	Operation in experiment
		Acetone-D-glyceraldehyde (39 g, 300 mmol) and <strong>[349-43-9]ethyl 2-fluoropropionate</strong> (54 g, 450 mmol) were dissolved in dry tetrahydrofuran (150 mL), and then the mixture was added dropwise to a tetrahydrofuransolution (300 mL) containing lithium diisopropylamide (510 mmol) at the temperature of no more than ?70 ° C. After the addition was complete, the temperature was gradually raised to room temperature. After stirring for 2 h, the reaction solution was poured into the saturated aqueous potassium dihydrogen phosphate solution (3000 mL). The organic solvent was evaporated by rotary evaporation. The residue was extracted with ethyl acetate, and concentrated to give an oily substance. Acetic acid (120 mL) and water (80 int) were added to the concentrated oily substance. The resulting mixture was heated in oil bath at 90 ° C. for 2 h, and then removing acetic acid and water by rotary evaporation. The residue was dehydrated twice with anhydrous ethanol (20 mL×2).Acetone (100 mL) was added to the residue, and then drying by evaporation again, so as to give an oily substance (70 g), i.e., 2-deoxy-2-fluoro-2-C-methyl-D-ribono-1,4-lactone mixture (Compound Aa).

Reference： [1]Patent: US2015/284351,2015,A1 .Location in patent: Paragraph 0083; 0084

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Isomers

Technical Information

? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Chaykovsky Reaction ? Corey-Fuchs Reaction ? Fischer Indole Synthesis ? Grignard Reaction ? Hantzsch Dihydropyridine Synthesis ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Julia-Kocienski Olefination ? Knoevenagel Condensation ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mukaiyama Aldol Reaction ? Nozaki-Hiyama-Kishi Reaction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reformatsky Reaction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Stetter Reaction ? Stobbe Condensation ? Tebbe Olefination ? Ugi Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

Historical Records

Related Functional Groups of
[ 15186-48-8 ]

Aldehydes

[ 5736-03-8 ]

2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde

Similarity: 1.00

[ 22323-80-4 ]

(S)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde

Similarity: 1.00

[ 146566-82-7 ]

(4R,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarbaldehyde

Similarity: 0.91

[ N/A ]

(S)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde-dichloromethane

Similarity: 0.91

Related Parent Nucleus of
[ 15186-48-8 ]

Dioxolanes

[ 5736-03-8 ]

2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde

Similarity: 1.00

[ 22323-80-4 ]

(S)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde

Similarity: 1.00

[ 146566-82-7 ]

(4R,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarbaldehyde

Similarity: 0.91

[ N/A ]

(S)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde-dichloromethane

Similarity: 0.91

[ 102045-96-5 ]

(S)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid

Similarity: 0.88

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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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[ CAS No. 15186-48-8 ] {[proInfo.proName]}

Quality Control of [ 15186-48-8 ]

Related Doc. of [ 15186-48-8 ]

Product Details of [ 15186-48-8 ]

Calculated chemistry of [ 15186-48-8 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 15186-48-8 ]

Application In Synthesis of [ 15186-48-8 ]

[ 15186-48-8 ] Synthesis Path-Upstream 1~1

[ 15186-48-8 ] Synthesis Path-Downstream 1~9

Technical Information

Related Functional Groups of [ 15186-48-8 ]

Aldehydes

Related Parent Nucleus of [ 15186-48-8 ]

Dioxolanes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 15186-48-8 ]

Related Parent Nucleus of
[ 15186-48-8 ]