化合物简介
(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.
基本信息
中文名称
(R)-2-甲基-CBS-噁唑硼烷
英文名称
(R)-2-Methyl-CBS-oxazaborolidine
中文别名
(R)-(+)-甲基-CBS-恶唑硼烷、(R)-3-甲基-CBS-氧杂硼啶、(R)-(+)-2-甲基-CBS-噁唑硼烷、(R)-2-甲基-CBS-恶唑硼烷、(R)-5,5-联苯-2-甲基-3,4-丙醇-1,3,2-恶唑硼烷
英文别名
(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine、(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)-(+)-2-Methyl-CBS-oxazaborolidine、(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole、1H,3H-Pyrrolo[1,2-c][1,3,2]oxazaborole,tetrahydro-1-methyl-3,3-diphenyl-, (3aR)-
CAS号
112022-83-0
分子式
C18H20BNO
分子量
277.169
精确质量
277.164
PSA
12.47
LOGP
3.4807
编号系统
BRN号
9059874
MDL号
MFCD00078440
PubChem号
24883644
EINECS号
000-000-0
物化性质
外观与性状
白色至淡黄色晶体粉末
密度
0.925
沸点
377.5ºC at 760 mmHg
熔点
85-95ºC
闪点
182.1ºC
储存条件
2-8ºC
蒸汽压
0mmHg at 25°C
安全信息
安全说明
S16-S25-S29-S33
危险类别码
R11; R20
海关编码
2934999090
危险品运输编码
UN 1294 3
包装等级
II
危险品标志
F; Xi; Xn