7-Oxodehydroepiandrosterone 3-acetate → 3beta-Acetoxyandrostane-7,17-dione

HRID 42107

반응식

HRID 42107 반응식
[C:1]([O:4][C@H:5]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C:7](=[CH:8][C:9](=[O:25])[C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][CH2:13][C:14]2=[O:24])[CH2:6]1)(=[O:3])[CH3:2]>CCO.[Pd]>[C:1]([O:4][C@H:5]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[CH:7]([CH2:8][C:9](=[O:25])[C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][CH2:13][C:14]2=[O:24])[CH2:6]1)(=[O:3])[CH3:2]

참가 물질

4

반응물 1

HCID 97982297-Oxodehydroepiandrosterone 3-acetate

생성물 1

HCID 690113133beta-Acetoxyandrostane-7,17-dione수율 60%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 3β-acetoxyandrost-5-ene-7,17-dione (7.97 g) and 10% Pd/C (0.80 g) in EtOH (0.5 L) was stirred under H2 at atm pressure for 2 h. The mixture was filtered through Celite and the filtrate evaporated to dryness. The crude product was crystallized from Et2O to give 3β-acetoxyandrostane-7,17-dione (4.75 g, 60%) 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 4.57 (1H, m), 2.66-0.96 (20H, m), 1.96 (3H, s), 1.05 (3H, s), 0.77 (3H, s).

후처리

  1. filtrationThe mixture was filtered through Celite
  2. customthe filtrate evaporated to dryness
  3. customThe crude product was crystallized from Et2O

출처 및 근거

ORD 기록
ord-8ea5bc7bec0a461b8c2c7dd3bfaac27e
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536160B2

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