Ethanethiol → 21-Ethylthiomethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

HRID 1973731노트

반응식

HRID 1973731 반응식
[OH:1][C@@H:2]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:19]2[C:18](=[O:24])[CH2:17][C@@:16]2([CH3:25])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:15])[CH:13]=[CH2:14])[CH2:3]1.[CH2:26]([SH:28])[CH3:27]>>[CH2:26]([S:28][CH2:14][CH2:13][C:12](=[O:15])[C@@H:11]1[C@:16]2([CH3:25])[C@H:8]([C@H:7]3[C@H:19]([C:18](=[O:24])[CH2:17]2)[C@:20]2([CH3:23])[C@H:4]([CH2:3][C@H:2]([OH:1])[CH2:22][CH2:21]2)[CH2:5][CH2:6]3)[CH2:9][CH2:10]1)[CH3:27]

참가 물질

3

반응물 2

HCID 6343EthanethiolHCID 86734286HCID 86734286, 화합물

생성물 1

HCID 8673430021-Ethylthiomethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

실험 절차

3α-Hydroxy-21-methylene-5α-pregnane-11,20-dione (250 mg. ) was dissolved in ethanethiol (2 ml) and the solution kept at room temperature for 24 hours. The excess ethanethiol was removed in vacuo and the residue partitioned between ether and water. The ethereal solution was washed with water, dried over anhydrous sodium sulphate and evaporated to a foam which was purified by preparative t.l.c. to give title compound (150 mg) as a glass [α]D + 83.3° (c = 0.12)

후처리

  1. customThe excess ethanethiol was removed in vacuo
  2. customthe residue partitioned between ether and water
  3. washThe ethereal solution was washed with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated to a foam which
  6. customwas purified by preparative t.l.c

출처 및 근거

ORD 기록
ord-6218cfacb41b459b8bf7acc843d47c0d
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03998829

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