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HRID257960

反应详情

EQUATION

反应方程式

HRID 257960 的结构方程式

REACTANTS

反应物

2
结构：O=C([O-])c1ccccc1.[Na+]
HCID517055

Sodium benzoate

C7H5NaO2

结构：COC(=O)[C@@H]1C[C@@H](OS(C)(=O)=O)CN1C(=O)OC(C)(C)C
HCID14772682

1-tert-Butyl 2-methyl (2S,4R)-4-[(methanesulfonyl)oxy]pyrrolidine-1,2-dicarboxylate

C12H21NO7S

PRODUCTS

生成物

1
结构：COC(=O)[C@@H]1C[C@H](OC(=O)c2ccccc2)CN1C(=O)OC(C)(C)C
HCID10760219

1-tert-Butyl 2-methyl (2S,4S)-4-(benzoyloxy)pyrrolidine-1,2-dicarboxylate

C18H23NO6

收率 88.8%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CS(C)=O
溶剂HCID679

Dimethyl sulfoxide

C2H6OS

结构：CCOC(C)=O
溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度
90 °C

PROCEDURE

实验过程

A mixture of (2S,4R)-1-t-butoxycarbonyl-4-methylsulfonyloxy-2-methoxycarbonylpyrrolidine (32.3 g) and sodium benzoate (28.8 g) in dimethyl sulfoxide (320 ml) was stirred at 90° C. overnight and cooled to room temperature. The mixture was diluted with ethyl acetate (600 ml) and washed successively with water and brine. The organic phase was dried over magnesium sulfate and the solvent was evaporated in vacuo to give an oil. The oil was crystallized from n-hexane to give (2S,4S)-4-benzoyloxy-1-t-butoxycarbonyl-2-methoxycarbonylpyrrolidine (31.0 g) as a colorless crystal.

WORKUP

后处理

  1. temperaturecooled to room temperature
  2. washwashed successively with water and brine
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. customthe solvent was evaporated in vacuo
  5. customto give an oil
  6. customThe oil was crystallized from n-hexane