huagongshe.com
HRID54092

反应详情

EQUATION

反应方程式

HRID 54092 的结构方程式

REACTANTS

反应物

2
结构：O=C(OO)c1cccc(Cl)c1
HCID70297

Benzenecarboperoxoic acid, 3-chloro-

C7H5ClO3

结构：CS(=O)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)[C@H](O)C[C@@]1(C(=O)[NH2+][O-])CCCN1C(C)(C)C.N#N
HCID178504641

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)N1CCC[C@@]1(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)[C@H](CS(C)(=O)=O)NC(=O)OCc1ccccc1)C(=O)[NH2+][O-].N#N.O
HCID178448444

未命名化合物

收率 34.5%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CO
溶剂HCID887

Methanol

CH4O

CONDITIONS

反应条件

温度
20 °C

PROCEDURE

实验过程

A solution of 154 mg of N2 -[3(S)-[[N-(benzyloxycarbonyl)-3-(methylsulphinyl)-L-alanyl]amino]-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-L-prolinamide N2 -oxide (two diastereomers) in 5 ml of methanol was treated with 84 mg of 3-chloroperbenzoic acid and the solution was stirred at 20° C. for 16 hours. The solvent was removed by evaporation and the residue was partitioned between dichloromethane and 2M sodium hydroxide solution. The organic phase was evaporated and the residue was crystallized from ethyl acetate/n-hexane to give 28 mg of N2 -[3(S)-[[N-(benzyloxycarbonyl)-3-(methylsulphonyl)-L-alanyl]amino]-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-L-prolinamide N2 -oxide monohydrate; MS: m/e 633 [M+H]+.

WORKUP

后处理

  1. customThe solvent was removed by evaporation
  2. customthe residue was partitioned between dichloromethane and 2M sodium hydroxide solution
  3. customThe organic phase was evaporated
  4. customthe residue was crystallized from ethyl acetate/n-hexane