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

HRID 1829638ノート

反応式

HRID 1829638 の反応式
[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]

参加物

7

反応物 4

HCID 962Water2 回HCID 8857Ethyl AcetateHCID 33557Sodium AzideHCID 866001863alpha-Azido-21-bromo-5alpha-pregnan-20-one

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fb5a6fa2050f41b7bf7ccb349f60d87c
出典データセット
uspto-grants-2006_06
特許番号
US07064116B2

反応ノート

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