Water → 3alpha,21-Di-azido-5alpha-pregnan-20-one

HRID 1829638노트

반응식

HRID 1829638 반응식
[N:1]([C@@H:4]1[CH2:24][CH2:23][C@@:22]2([CH3:25])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:21]2[CH2:20][CH2:19][C@@:18]2([CH3:26])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C:14](=[O:17])[CH2:15]Br)[CH2:5]1)=[N+:2]=[N-:3].[N-:27]=[N+:28]=[N-:29].[Na+].O.C(OCC)(=O)C>CS(C)=O.[Cl-].[Na+].O>[N:1]([C@@H:4]1[CH2:24][CH2:23][C@@:22]2([CH3:25])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:21]2[CH2:20][CH2:19][C@@:18]2([CH3:26])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C:14](=[O:17])[CH2:15][N:27]=[N+:28]=[N-:29])[CH2:5]1)=[N+:2]=[N-:3]

참가 물질

7

반응물 4

HCID 962Water2회HCID 8857Ethyl AcetateHCID 33557Sodium AzideHCID 866001863alpha-Azido-21-bromo-5alpha-pregnan-20-one

생성물 1

HCID 102713733alpha,21-Di-azido-5alpha-pregnan-20-one

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 57417360Sodium chloride; water용매

실험 절차

A solution of 3α-azido-21-bromo-5α-pregnan-20-one (35 mg, 0.083 mmol) in DMSO (3 mL) was treated with sodium azide (33 mg, 0.5 mmol) and the resulting mixture was stirred at RT for 24 h. Addition of water and ethyl acetate and extraction of the organic layer with water, brine, drying (Na2SO4) and evaporation of the solvent in vacuo afforded after purification of the residue using flash colunm chromatography with dichloromethane/ethyl acetate 90/10 as elution solvent the compound named above.

후처리

  1. customdrying
  2. custom(Na2SO4) and evaporation of the solvent in vacuo
  3. customafforded
  4. customafter purification of the residue
  5. washas elution solvent the compound

출처 및 근거

ORD 기록
ord-fb5a6fa2050f41b7bf7ccb349f60d87c
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07064116B2

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