Water → 21-Acetylthiomethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

HRID 1973727ノート

反応式

HRID 1973727 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.O.[C:27]([OH:30])(=[S:29])[CH3:28]>>[C:27]([S:29][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)(=[O:30])[CH3:28]

参加物

4

反応物 3

HCID 962WaterHCID 86734286HCID 86734286、化合物HCID 178418634HCID 178418634、化合物

生成物 1

HCID 8673429621-Acetylthiomethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

実験手順

3α-Hydroxy-21-methylene-5α-pregnane-11,20-dione (300 mg) was dissolved in thioacetic acid (2 ml) and left at room temperature for 3 hours. The mixture was poured into water and the precipitated oil extracted into ethyl acetate. The organic layer was washed with saturated sodium bicarbonate and water, dried over anhydrous sodium sulphate, evaporated to a pale yellow foam and purified by preparative t.l.c. in ethyl acetate/petrol (1:1). The main band gave title compound (150 mg) as an off-white foam. [α]D + 60.5° (c 0.98).

後処理

  1. extractionthe precipitated oil extracted into ethyl acetate
  2. washThe organic layer was washed with saturated sodium bicarbonate and water
  3. dry with materialdried over anhydrous sodium sulphate
  4. customevaporated to a pale yellow foam
  5. custompurified by preparative t.l.c

出典と根拠

ORDレコード
ord-c9c1b5c7d09c47d5bc9fe6c572a7b15e
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…