[ CAS No. 128376-65-8 ] {[proInfo.proName]}

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2D 3D

Structure of 128376-65-8 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 128376-65-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 128376-65-8 ]

SDS Specification

Alternatived Products of [ 128376-65-8 ]

Product Details of [ 128376-65-8 ]

CAS No. :	128376-65-8	MDL No. :	MFCD06796332
Formula :	C₁₂H₁₅BO₃	Boiling Point :	-
Linear Structure Formula :	OHCC₆H₄BO₂(CH₂C(CH₃)₂CH₂)	InChI Key :	JUHDMCQVJGHKFW-UHFFFAOYSA-N
M.W :	218.06	Pubchem ID :	4197234
Synonyms :

Calculated chemistry of [ 128376-65-8 ] Expand+

Physicochemical Properties

Num. heavy atoms :	16
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.42
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	63.16
TPSA :	35.53 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.98 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.32
Log Po/w (WLOGP) :	1.27
Log Po/w (MLOGP) :	0.77
Log Po/w (SILICOS-IT) :	1.73
Consensus Log Po/w :	1.22

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.8
Solubility :	0.346 mg/ml ; 0.00159 mol/l
Class :	Soluble
Log S (Ali) :	-2.7
Solubility :	0.43 mg/ml ; 0.00197 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.47
Solubility :	0.0742 mg/ml ; 0.00034 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.68

Safety of [ 128376-65-8 ]

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 [ 128376-65-8 ]

* 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.

Downstream synthetic route of [ 128376-65-8 ]

[ 128376-65-8 ] Synthesis Path-Downstream 1~16

1
[ 100945-15-1 ]
[ 128376-65-8 ]
Methyl (E)-2-(benzyloxycarbonylamino)-3-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]acrylate [ No CAS ]
Methyl (Z)-2-(benzyloxycarbonylamino)-3-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]acrylate [ No CAS ]

Reference： [1]Synthesis,1999,p. 2041 - 2044
[2]Synthesis,1999,p. 2041 - 2044

2
[ 87199-17-5 ]
[ 126-30-7 ]
[ 128376-65-8 ]

Yield	Reaction Conditions	Operation in experiment
95%	In tetrahydrofuran; at 20℃; for 2h;Product distribution / selectivity;	To a solution of 4-formylphenylboronic acid (4.11 g) in anhydrous tetrahydrofuran (THF) (40 ml_) was added 2,2-dimethyl-1 ,3-propanediol (3.14 g) and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated to dryness. The residue was dissolved in dichloromethane (120 ml_), washed with water (80 ml_ x 3), dried and evaporated under vacuum to obtain 4-(5,5-dimethyl-[1 ,3,2]dioxaborinan-2-yl)-benzaldehyde (5.66 g, 95% yield).
	In toluene; for 2h;Heating / reflux;Product distribution / selectivity;	To a mixture of 4-formylphenylboronic acid (50 g) in toluene (250 ml_) was added 2,2-dimethyl-1 ,3-propanediol (34.39 g) and the dispersion was heated at reflux for 2 h. The water while formed was azeotropically separated and the residue (330 ml_) was used directly in the next step. 1H-NMR (400 MHz,CDCI3): delta 1.04 (s, 6 H, 2 CH3), 3.79 (s, 4 H, 2 CH2), 7.84 (d, J = 6.4 Hz, 2 H, H-Ar), 7.96 (d, J = 8 Hz, 2 H, H-Ar), 10.04 (s, 1 H, CHO) ppm.
	In toluene; for 2h;Heating / reflux;	Example 1 : Preparation of 4-(5,5-dimethyl-H ,3,21dioxaborinan-2-yl)- benzaldehvde;To a mixture of 4-formylphenylboronic acid (50 g) in toluene (250 mL) was added 2,2-dimethyl-1 ,3-propanediol (34.39 g) and the dispersion was heated at reflux for 2 h. The water while formed was azeotropically separated and the residue (330 mL) was used directly in the next step.1H-NMR (400 MHz, CDCI3): delta 1.04 (s, 6 H, 2 CH3), 3.79 (s, 4 H, 2 CH2), 7.84 (d, J = 6.4 Hz, 2 H,H-Ar), 7.96 (d, J = 8 Hz, 2 H, H-Ar), 10.04 (s, 1 H, CHO) ppm.

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 5507 - 5517
[2]Synthesis,1999,p. 2041 - 2044
[3]Tetrahedron,2010,vol. 66,p. 583 - 590
[4]Patent: WO2006/67216,2006,A2 .Location in patent: Page/Page column 13
[5]Advanced Synthesis and Catalysis,2014,vol. 356,p. 1527 - 1532
[6]Acta Crystallographica, Section C: Crystal Structure Communications,2008,vol. 64,p. o177-o179
[7]Acta Crystallographica, Section C: Crystal Structure Communications,2008,vol. 64,p. o177-o179
[8]Patent: WO2006/67216,2006,A2 .Location in patent: Page/Page column 13
[9]Angewandte Chemie - International Edition,2008,vol. 47,p. 5792 - 5795
[10]Patent: WO2007/71750,2007,A1 .Location in patent: Page/Page column 17
[11]Angewandte Chemie - International Edition,2012,vol. 51,p. 3642 - 3645

3
[ 68076-36-8 ]
[ 128376-65-8 ]
tert-butyl N-{4-{[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)phenyl]methylidene}amino}butyl}carbamate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 3653 - 3664

4
[ 68076-39-1 ]
[ 128376-65-8 ]
tert-butyl N-{3-{[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)phenyl]methylidene}amino}propyl}-N-{4-[(tert-butyloxy)carbonyl]amino}butyl}carbamate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 3653 - 3664

5
[ 625-82-1 ]
[ 121-44-8 ]
[ 128376-65-8 ]
C₂₄H₂₈B₂F₂N₂O₂ [ No CAS ]

Reference： [1]Tetrahedron Letters,2001,vol. 42,p. 9105 - 9108

6
[ 50-00-0 ]
[ 128376-65-8 ]
[ 249764-06-5 ]
[ 429687-52-5 ]
C₃₈H₄₆BN₃O₈ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2002,vol. 124,p. 12969 - 12971

7
[ 17610-00-3 ]
[ 126136-05-8 ]
[ 128376-65-8 ]
5-(3,5-di-tert-butylphenyl)-15-[4-(5,5-dimethyl-1,3-dioxa-2-borinyl)phenyl]-2,8,12,18-tetra-n-hexyl-3,7,13,17-tetramethylporphin [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 8747 - 8757

8
[ 106456-88-6 ]
[ 126136-05-8 ]
[ 128376-65-8 ]
(5Z,10Z,14Z,19Z)-5-[4-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-15-[4-(5,5-dimethyl-[1,3]dioxan-2-yl)-phenyl]-2,8,12,18-tetrahexyl-3,7,13,17-tetramethyl-porphyrin [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 8747 - 8757

9
[ 126136-05-8 ]
[ 128376-65-8 ]
[ 321733-42-0 ]
2-(2,5-di-<i>tert</i>-butyl-phenyl)-6-[2-(4-{15-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-2,8,12,18-tetrahexyl-3,7,13,17-tetramethyl-porphyrin-5-yl}-phenyl)-[1,3]dioxan-5-yl]-pyrrolo[3,4-<i>f</i>]isoindole-1,3,5,7-tetraone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 8747 - 8757

10
[ 586-78-7 ]
[ 128376-65-8 ]
[ 98648-23-8 ]

Reference： [1]Tetrahedron,2007,vol. 63,p. 10596 - 10602

11
[ 104-92-7 ]
[ 128376-65-8 ]
[ 52988-34-8 ]

Reference： [1]Tetrahedron,2007,vol. 63,p. 10596 - 10602

12
[ 1006598-62-4 ]
[ 128376-65-8 ]

Reference： [1]Tetrahedron,2008,vol. 64,p. 688 - 695

13
[ 128376-65-8 ]
[ 378785-65-0 ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 3653 - 3664

14
[ 128376-65-8 ]
N-(4-aminobutyl)[4-(dihydroxyboryl)phenyl]methyl}amine dihydrochloride [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 3653 - 3664

15
[ 128376-65-8 ]
N-(4-aminobutyl){{4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)phenyl}methyl}amine dihydrochloride [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 3653 - 3664

16
[ 128376-65-8 ]
[ 378785-71-8 ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 3653 - 3664

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Isomers

Technical Information

? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Chaykovsky Reaction ? Corey-Fuchs Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? Grignard Reaction ? Hantzsch Dihydropyridine Synthesis ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? 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 Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reformatsky Reaction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Stetter Reaction ? Stobbe Condensation ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

Historical Records

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[ 128376-65-8 ]

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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. 128376-65-8 ] {[proInfo.proName]}

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Physicochemical Properties

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Druglikeness

Water Solubility

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[ 128376-65-8 ] Synthesis Path-Downstream 1~16

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Organoboron

Aryls

Aldehydes

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[ 128376-65-8 ]