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

HRID 1973731ノート

反応式

HRID 1973731 の反応式
[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]

参加物

3

反応物 2

HCID 6343EthanethiolHCID 86734286HCID 86734286、化合物

生成物 1

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

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-6218cfacb41b459b8bf7acc843d47c0d
出典データセット
uspto-grants-1976_12
特許番号
US03998829

反応ノート

読み込み中…