反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- -75 °C
PROCEDURE
实验过程
A solution of 3.35 g methyl 2(S)-tert-butoxycarbonylamino-4(S)-methyl-6-triisopropylsilyloxyhexanoate in 44 ml of toluene is cooled to -75° C. under argon, and 12.9 ml of a 20% solution of diisobutylaluminium hydride in toluene are then added dropwise in the course of 30 min. The mixture is stirred at -75° C. for a further 45 min. The reaction is then quenched by rapid addition of 2.8 ml of methanol and the mixture is poured onto 50 ml of a half-saturated aqueous potassium sodium tartrate solution. The mixture is extracted with diethyl ether and the combined organic phases are dried over sodium sulfate and concentrated. The title compound (Rf (E)=0.34) is further reacted directly as the crude product.
WORKUP
后处理
- customThe reaction is then quenched by rapid addition of 2.8 ml of methanol
- additionthe mixture is poured onto 50 ml of a half-saturated aqueous potassium sodium tartrate solution
- extractionThe mixture is extracted with diethyl ether
- dry with materialthe combined organic phases are dried over sodium sulfate
- concentrationconcentrated
- customThe title compound (Rf (E)=0.34) is further reacted directly as the crude product