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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
CAS:112022-83-0
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)-;
分子式:C18H20BNO
分子量:277.169
精确质量:277.164
Psa:12.47
Logp:3.4807
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)-;
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
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
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
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
生产方法及用途
合成路线
上游原料
下游产品
图谱
13C NMR : Predict

1H NMR : Predict
