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

HRID 1973727노트

반응식

HRID 1973727 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.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]

참가 물질

4

반응물 3

HCID 962WaterHCID 86734286HCID 86734286, 화합물HCID 178418634HCID 178418634, 화합물

생성물 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c9c1b5c7d09c47d5bc9fe6c572a7b15e
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03998829

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