تفاعل #1340611

ord-44bfbc1a0cf8406ea5ff3dac7cae99f3

معادلة التفاعل

[H][H]
hydrogen
C=CC1CN(C(=O)OCc2ccccc2)C[C@H]1NC(=O)OC(C)(C)C
(3S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine
CCC1CNC[C@H]1NC(=O)OC(C)(C)C
title compound
CCC1CNC[C@H]1NC(=O)OC(C)(C)C
(3S)-3-(tert-Butoxycarbonyl)amino-4-ethylpyrrolidine

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحAfter filtration
  2. 2
    تركيزthe filtrate was concentrated under reduced pressure

الإجراء التجريبي

A 10% palladium carbon catalyst (15 mg) was added to a solution of (3S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine [an isomer mixture of (4S)-form:(4R)-form (1:4)] (230 mg, 0.66 mmol) in ethanol (8 mL), followed by stirring in a hydrogen atmosphere under an ordinary pressure at room temperature for 12 hours. After filtration, the filtrate was concentrated under reduced pressure, to thereby yield the title compound (an isomer mixture of (4S)-form and (4R)-form (1:4)) as a colorless oily substance (148 mg, 100%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08455482B2uspto-grants-2013_06