Sodium borohydride → 2Alpha,3alpha-epoxy-16beta-(1-pyrrolidinyl)-5alpha-androstan-17beta-OL

HRID 232758

반응식

HRID 232758 반응식
[O:1]1[C@H:3]2[CH2:4][C@H:5]3[C@:18]([CH3:20])([CH2:19][C@@H:2]12)[C@@H:17]1[C@H:8]([C@H:9]2[C@@:13]([CH2:15][CH2:16]1)([CH3:14])[C:12](=[O:21])[C@@H:11]([N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)[CH2:10]2)[CH2:7][CH2:6]3.[BH4-].[Na+]>CO.C(Cl)Cl>[O:1]1[C@H:3]2[CH2:4][C@H:5]3[C@:18]([CH3:20])([CH2:19][C@@H:2]12)[C@@H:17]1[C@H:8]([C@H:9]2[C@@:13]([CH2:15][CH2:16]1)([CH3:14])[C@@H:12]([OH:21])[C@@H:11]([N:22]1[CH2:23][CH2:24][CH2:25][CH2:26]1)[CH2:10]2)[CH2:7][CH2:6]3

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 16063837(2αlpha,3αlpha,5αlpha,16beta)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-one

생성물 1

HCID 160638722Alpha,3alpha-epoxy-16beta-(1-pyrrolidinyl)-5alpha-androstan-17beta-OL

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

After dissolving 39.2 g of 2α,3α-epoxy-16β-(1-pyrrolidinyl)-5α-androstan-17-one in a mixture of 392 ml of methanol and 56 ml of methylene chloride. 14.7 g Sodium borohydride are portionwise added while stirring and introducing nitrogen at such a rate that the temperature reaches room temperature as a maximum. The solution containing a precipitate is left to stand for 12 hours, then methylene chloride is evaporated, and the residue is diluted with water. The precipitate is filtered, thoroughly washed with water, dried and recrystallized from methanol to obtain the title product in a yield of 33.3 g (89.5%), m.p.: 167°-169° C.

후처리

  1. additionintroducing nitrogen at such a rate that the temperature
  2. customreaches room temperature as a maximum
  3. additionThe solution containing a precipitate
  4. waitis left
  5. custommethylene chloride is evaporated
  6. additionthe residue is diluted with water
  7. filtrationThe precipitate is filtered
  8. washthoroughly washed with water
  9. customdried
  10. customrecrystallized from methanol

출처 및 근거

ORD 기록
ord-0d678ac59c064668847b731576bd4390
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591735

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