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CAS RN: 112022-81-8 | 产品编码: D2131
(S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
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纯度/分析方法: >98.0%(T)
别名：
- (S)-5,5-二苯基-2-甲基-3,4-丙醇-1,3,2-噁唑硼烷
- (S)-3,3-二苯基-1-甲基四氢-1H,3H-吡咯并[1,2-c][1,3,2]噁唑硼烷
- (S)-Me-CBS催化剂
- (S)-(-)-甲基-CBS-噁唑硼烷
- (S)-3,3-Diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole
- (S)-Me-CBS Catalyst
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产品文档：
技术规格
| Appearance | White to Almost white powder to crystal |
| Purity(GC) | min. 95.0 % |
| Purity(Nonaqueous Titration) | min. 98.0 % |
| Specific rotation [a]20/D | -66.0 to -73.0 deg(C=1, MeOH) |
| NMR | confirm to structure |
物性（参考值）
| 比旋光度 [α]D | -68° (C=1,MeOH) |
| 溶解性（微溶于） | 甲醇 |
GHS
相关法规
运输信息
| HS编码* | 2934.99-000 |
应用
Corey-Bakshi-Shibata Reduction (CBS Reduction)
Typical Procedure:
A freshly prepared solution of 0.5 M dimethyl sulfide borane in toluene (48 µL, 0.024 mmol) is added to a solution of 1 (4.5 mg, 0.012 mmol) and 0.05 M (S)-Me-CBS catalyst in toluene (470 µL, 0.024 mmol) at -78 °C under N2 atmosphere. After the mixture is stirred for 15 h at -30 ℃, methanol (100 µL) is added, followed by water (0.5 mL) and Et2O (2 mL), and the mixture is warmed to 23 ℃. Water (10 mL) and Et2O (10 mL) are added, and the aqueous portion is extracted with Et2O (2 x 20 mL). The combined organic fractions are dried (MgSO4) and concentrated in vacuo. Flash chromatography (SiO2, Et2O : hexane = 8 : 92) affords 2 (4.1 mg, 91% yield) as a clear oil.
A freshly prepared solution of 0.5 M dimethyl sulfide borane in toluene (48 µL, 0.024 mmol) is added to a solution of 1 (4.5 mg, 0.012 mmol) and 0.05 M (S)-Me-CBS catalyst in toluene (470 µL, 0.024 mmol) at -78 °C under N2 atmosphere. After the mixture is stirred for 15 h at -30 ℃, methanol (100 µL) is added, followed by water (0.5 mL) and Et2O (2 mL), and the mixture is warmed to 23 ℃. Water (10 mL) and Et2O (10 mL) are added, and the aqueous portion is extracted with Et2O (2 x 20 mL). The combined organic fractions are dried (MgSO4) and concentrated in vacuo. Flash chromatography (SiO2, Et2O : hexane = 8 : 92) affords 2 (4.1 mg, 91% yield) as a clear oil.
References
- Total Synthesis of Dysidiolide
PubMed Literature
相关产品
(S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine (ca. 1mol/L in Toluene)
| 产品 | D5912 |
| CAS RN | 112022-81-8 |
| 纯度/分析方法 |