HRID1594450

反应详情

EQUATION

反应方程式

HRID 1594450 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
-60 °C

PROCEDURE

实验过程

To the crude tert-butyl 6-triphenylmethyloxy-5-hydroxy-3-oxohexanoate was added 150 mL of THF followed by 15 mL of MeOH and was chilled to −60° C. 26 mL of MDEB (50% solution in THF) was added over a period of 20 minutes and stirring was continued for a further 30 minutes. The reaction mixture was cooled to −80° C. and 5 g of sodium borohydride was added in portions and the after completion of addition the reaction mixture was stirred for 5 hours at −78° C. Acetic acid was added to adjust the pH to 7 and water was added. The aqueous layer was extracted using EtOAC, washed with brine, dried and concentrated to give the title compound which was used as such for the next step.

WORKUP

后处理

  1. temperatureThe reaction mixture was cooled to −80° C.
  2. additionthe after completion of addition the reaction mixture
  3. stirringwas stirred for 5 hours at −78° C
  4. additionwas added
  5. extractionThe aqueous layer was extracted
  6. washwashed with brine
  7. customdried
  8. concentrationconcentrated