反应 #1543060

ord-091485dbf80b4477bbf9b439170a0ffc

反应方程式

C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
dehydroepiandrosterone
O=C(Cl)OCc1ccccc1
benzylchloroformate
C[C@]12CC[C@H](OC(=O)OCc3ccccc3)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
3β-benzyloxycarbonyloxy-5-androsten-17-one

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤the mixture is washed with water
  2. 2
    其他evaporated to dryness
  3. 3
    workup.DISSOLUTIONThe residue is then dissolved in acetone
  4. 4
    其他precipitated in iced water
  5. 5
    workup.WAITAfter 16 h
  6. 6
    过滤crystals are filtered
  7. 7
    其他dried in vacuo

实验过程

To a stirred solution of dehydroepiandrosterone (2.88 g, 10 mmol) in methylene chloride (100 mL) is added dropwise benzylchloroformate, over a period of 30 min following the known procedure (F. Reber and T. Reichstein, Helv. Chim. Acta, 28, 1164, 1945). After stirring for 3 h, the mixture is washed with water and evaporated to dryness. The residue is then dissolved in acetone and precipitated in iced water. After 16 h, crystals are filtered and dried in vacuo.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05843932uspto-grants-1998_12