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CAS RN: 112022-81-8 | 產品號碼: D2131
(S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
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產品規格
| 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 |
性質
| 比旋光 [α]D | -68° (C=1,MeOH) |
| 溶解性（微溶於） | Methanol |
GHS
相關法規
運輸資料
| HS編碼* | 2934.99-000 |
Application
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
考研文獻
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產品規格
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其他文件
Related Products
(S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine (ca. 1mol/L in Toluene)
| 產品號碼 | D5912 |
| CAS RN | 112022-81-8 |
| Purity #: |