反応 #1340602

ord-7cc8b3c84f7140e384721feb8d44f9e7

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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%).

出典

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