Home > Boronic Acid Derivatives> (R)-2-Methyl-CBS-oxazaborolidine

(R)-2-Methyl-CBS-oxazaborolidine

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Origin: China

Cas No: 112022-83-0

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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Products Specification
Product Description

Quick Details
CAS No.:
112022-83-0
Other Names:
1
MF:
C18H20BNO
EINECS No.:
-0
Place of Origin:
Henan, China
Type:
Agrochemical Intermediates, Pharmaceutical Intermediates, Syntheses Material Intermediates
Purity:
98.0%min
Brand Name:
ALLGREEN
Model Number:
OI-627
Application:
Organic Synthesis
Appearance:
powder
Packaging&Delivery
Packaging Details
packed by Fluorinated bottles, drum or as your needed
Port
Shanghai, Qingdao, Tianjing etc

Property

CAS No.: 112022-83-0 Formula: C18H20BNO Molecular Weight: 277.16900

Description

(R)-2-Methyl-CBS-oxazaborolidine is an organoboron catalyst that is used in organic synthesis. This catalyst, developed by Itsuno and Elias James Corey, is generated by heating (R)-(+)-2-(diphenylhydroxymethyl) pyrrolidine along with trimethylboroxine or methylboronic acid. It is an excellent tool for the synthesis of alcohols in high enantiomeric ratio. Generally, 2-10 mol% of this catalyst is used along with borane-tetrahydrofuran (THF), borane-dimethylsulfide, borane-N,N-diethylaniline, or diborane as the borane source. Enantioselective reduction using chiral oxazaborolidine catalysts has been used in the synthesis of commercial drugs such as ezetimibe and aprepitant.

Basic Info

Chemical Name	(R)-2-Methyl-CBS-oxazaborolidine
Synonyms	(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine; 1H,3H-Pyrrolo[1,2-c][1,3,2]oxazaborole,tetrahydro-1-methyl-3,3-diphenyl-, (3aR)-; (R)-3,3-Diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole; (R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole; (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole; (R)-(+)-2-Methyl-CBS-oxazaborolidine;
CAS No.	112022-83-0
Molecular Formula	C18H20BNO
Molecular Weight	277.16900
PSA	12.47000
LogP	3.48070

Properties

Appearance & Physical State	white to light yellow crystal powder
Density	0.925
Boiling Point	377.5ºC at 760 mmHg
Melting Point	85-95ºC
Flash Point	182.1ºC
Storage Condition	2-8ºC
Vapor Pressure	0mmHg at 25°C

Safety Info

Safety Statements	S16-S25-S29-S33
HS Code	2934999090
Packing Group	II
RIDADR	UN 1294 3
Risk Statements	R11; R20
Hazard Codes	F; Xi; Xn

Synthesis Route

Trimethylboroxine+diphenyl-[(2R)-pyrrolidin-2-yl]methanol→(R)-2-Methyl-CBS-oxazaborolidine
Methylboronic acid+diphenyl-[(2R)-pyrrolidin-2-yl]methanol→(R)-2-Methyl-CBS-oxazaborolidine
methyl-Boronic acid, dimethyl ester+diphenyl-[(2R)-pyrrolidin-2-yl]methanol→Methanol+(R)-2-Methyl-CBS-oxazaborolidine

Precursor

Trimethylboroxine
Methylboronic acid
diphenyl-[(2R)-pyrrolidin-2-yl]methanol
methyl-Boronic acid, dimethyl ester

Downstream Product

(R)-(1-Methylpyrrolidin-2-yl)diphenylmethanol
(R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one
4'-O-Benzyloxy Ezetimibe

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