反应 #1340602

ord-7cc8b3c84f7140e384721feb8d44f9e7

反应方程式

CCC[C@H]1CN(C(=O)OCc2ccccc2)C[C@H]1NC(=O)OC(C)(C)C
(3S,4S) -1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-propylpyrrolidine
[H][H]
hydrogen
CCC[C@H]1CNC[C@H]1NC(=O)OC(C)(C)C
title compound
CCC[C@H]1CNC[C@H]1NC(=O)OC(C)(C)C
(3S,4S)-3-(tert-Butoxycarbonyl)amino-4-propylpyrrolidine

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Insoluble matter was removed through filtration by use of Celite
  2. 2
    其他ethanol was removed under reduced pressure
  3. 3
    workup.DISSOLUTIONThe residue was dissolved in diethyl ether (200 mL)
  4. 4
    洗涤the solution was washed by a 1 mol/L aqueous sodium hydroxide solution (100 mL)
  5. 5
    干燥by drying over anhydrous sodium sulfate
  6. 6
    过滤After filtration
  7. 7
    浓缩the filtrate was concentrated under reduced pressure

实验过程

A mixture of (3S,4S) -1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-propylpyrrolidine (4.02 g, 11.09 mmol) and a 10% palladium carbon catalyst (1.0 g) in ethanol (100 mL) was stirred hard for 20 hours under an ordinary pressure in a hydrogen atmosphere. Insoluble matter was removed through filtration by use of Celite, and then ethanol was removed under reduced pressure. The residue was dissolved in diethyl ether (200 mL), and the solution was washed by a 1 mol/L aqueous sodium hydroxide solution (100 mL), followed by drying over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, to thereby yield the title compound as a colorless oily substance (2.34 g, 92.4%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08455482B2uspto-grants-2013_06