반응 #1999855

ord-1f5debbffb174060b75420e0703d89ae

반응 방정식

C[C@]12CCCCC1[C@H](CO)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-6β-hydroxymethylandrostane
C[C@]12CCC(=O)CC1[C@@H](C#N)C[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
6α-cyanoandrostane-3,17-dione
→
C[C@]12CCC(=O)CC1[C@H](CO)C[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
title compound
수율 85.0%
C[C@]12CCC(=O)CC1[C@H](CO)C[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
6β-Hydroxymethylandrostane-3,17-dione
수율 85.0%

반응물

C[C@]12CCCCC1[C@H](CO)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-6β-hydroxymethylandrostane
C[C@]12CCC(=O)CC1[C@@H](C#N)C[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
6α-cyanoandrostane-3,17-dione

시약

없음

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척The combined organic extracts were washed with H2O
  2. 2
    건조dried over Na2SO4
  3. 3
    기타evaporated to dryness

실험 절차

The title compound (II-ai) was prepared in 85% yield from 3,3:17,17-bis(ethylendioxy)-6β-hydroxymethylandrostane by the procedure described above for the preparation of 6α-cyanoandrostane-3,17-dione (II-ac, Prepn. 3). The combined organic extracts were washed with H2O, dried over Na2SO4 and evaporated to dryness. 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 3.71-3.47 (m, 3H), 2.82-0.79 (m, 21H), 1.08 (s, 3H), 0.89 (s, 3H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08609644B2uspto-grants-2013_12