HRID507886

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID136149

N,N-Diethyl-2H-perfluoropropanamine

C7H11F6N

结构：CCC(=O)N1[C@H](CO)[C@@H](c2ccc(S(C)(=O)=O)cc2)OC1(C)C

HCID68470946

未命名化合物

2 次

PRODUCTS

生成物

结构：CCC(=O)N1[C@H](CF)[C@@H](c2ccc(S(C)(=O)=O)cc2)OC1(C)C

HCID68470798

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

CONDITIONS

反应条件

温度: 22.5 °C

PROCEDURE

实验过程

(4R,5R)-3-propionyl-2,2-dimethyl-4-hydroxymethyl-5-[4-(methylsulfonyl)phenyl]-1,3-oxazolidine (Compound V: R1 is methylsulfonyl, R2 and R3 are methyl and R4 is ethyl) (70 g, 0.2050 moles) in methylene chloride (450 ml) reacts with N,N-diethyl-1,1,2,3,3,3-hexafluoro-1-propanamine (Ishikawa Reagent) (73.2 g, 0.328 moles) at 95-105° C. for 2-4 hours. Cooling to 20-25° C., quenching with 25% aqueous sodium hydroxide and water (2000 mL) and separation of the methylene chloride layer gives a solution of (4S,5R)-3-propionyl-2,2-dimethyl-4-fluoromethyl-5-[4-(methylsulfonyl)phenyl]-1,3-oxazolidine (Compound IX: R1 is methylsulfonyl, R2 and R3 are methyl and R4 is ethyl) for use in the next step.

WORKUP

后处理

customquenching with 25% aqueous sodium hydroxide and water (2000 mL) and separation of the methylene chloride layer