Sodium hydride → HCID 86605607、化合物

HRID 1994070

反応式

HRID 1994070 の反応式
[H-].[Na+].[C:3]([Si:7]([CH3:17])([CH3:16])[O:8][C:9]1[CH:10]=[C:11]([SH:15])[CH:12]=[CH:13][CH:14]=1)([CH3:6])([CH3:5])[CH3:4].[CH2:18]([O:20][C:21]([C@H:23]1[CH2:27][CH2:26][CH2:25][N:24]1[C:28](Cl)=[O:29])=[O:22])[CH3:19]>C1COCC1.C(OCC)(=O)C>[CH2:18]([O:20][C:21]([C@H:23]1[CH2:27][CH2:26][CH2:25][N:24]1[C:28]([S:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][Si:7]([C:3]([CH3:6])([CH3:5])[CH3:4])([CH3:17])[CH3:16])[CH:10]=1)=[O:29])=[O:22])[CH3:19]

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 219768683-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]benzenethiolHCID 86605608HCID 86605608、化合物

生成物 1

HCID 86605607HCID 86605607、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a stirred suspension of sodium hydride (0.25 g, 6.3 mmol) in anhydrous THF (20 mL) is added 3-(t-butyl-dimethyl-silanyloxy)-benzenethiol (1.3 g, 5.22 mmol) at RT. After 10 min, the title A compound, (R)-1-chlorocarbonyl-pyrrolidine-2-carboxylic acid ethyl ester (1.1 g, 5.22 mmol) is added and the reaction is stirred for 24 h. The reaction mixture is diluted with ethyl acetate, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated at reduced pressure. The crude product is purified on a Biotage 40M column using 25% ethyl acetate in hexane to yield (R)-1-[3-(t-butyl-dimethyl-silanyloxy)-phenyl-sulfanylcarbonyl]-pyrrolidine-2-carboxylic acid ethyl ester as a clear oil.

後処理

  1. washwashed with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated at reduced pressure
  4. customThe crude product is purified on a Biotage 40M column

出典と根拠

ORDレコード
ord-63dac54499cf4f5886219bbcb17ac26d
出典データセット
uspto-grants-2010_01
特許番号
US07652061B2

関連ノート

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