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3-Butoxycarbonylamino-pyrrolidine-1-carboxylic acid benzyl ester → Pyrrolidin-3-yl-carbamic acid butyl ester

HRID 1970478
Notes
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Reaction equation

HRID 1970478 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH:13]([NH:16][C:17]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:18])[CH2:12]1)=O)C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[CH2:20]([O:19][C:17](=[O:18])[NH:16][CH:13]1[CH2:14][CH2:15][NH:11][CH2:12]1)[CH2:21][CH2:22][CH3:23]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 668544263-Butoxycarbonylamino-pyrrolidine-1-carboxylic acid benzyl ester

Product 1

HCID 20242877Pyrrolidin-3-yl-carbamic acid butyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 467 mg 3-butoxycarbonylamino-pyrrolidine-1-carboxylic acid benzyl ester in 10 ml ethyl acetate was stirred in the presence of 100 mg Pd/C (10%) under an atmosphere of hydrogen (1 bar) for 12 h. The reaction mixture was filtrated, washed with ethyl acetate and concentrated to give the title compound as colorless oil.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. washwashed with ethyl acetate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-bea721c1ac824d4b9b92af0dde2109ba
Source dataset
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08426420B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes