N-(4-(1-benzyloxycarbonylamino-1-methylethyl)phenylmethyl)acetamide → N-(4-(1-amino-1-methylethyl)phenylmethyl)acetamide

HRID 1282121Notes

Reaction equation

HRID 1282121 reaction equation
C(OC([NH:11][C:12]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][NH:22][C:23](=[O:25])[CH3:24])=[CH:17][CH:16]=1)([CH3:14])[CH3:13])=O)C1C=CC=CC=1.[H][H]>CO.C(Cl)(Cl)Cl.[C].[Pd]>[NH2:11][C:12]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][NH:22][C:23](=[O:25])[CH3:24])=[CH:17][CH:16]=1)([CH3:13])[CH3:14]

Participants

6

Reactant 2

HCID 18423140N-(4-(1-benzyloxycarbonylamino-1-methylethyl)phenylmethyl)acetamideHCID 178418361HCID 178418361, compound

Product 1

HCID 18423109N-(4-(1-amino-1-methylethyl)phenylmethyl)acetamideYield 100%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution of N-(4-(1-benzyloxycarbonylamino-1-methylethyl)phenylmethyl)acetamide (9.57 g) in methanol (200 ml) and chloroform (200 ml) was added 10% palladium-carbon (5.0 g) and the mixture was stirred for 5 hr while introducing a hydrogen gas. The reaction mixture was passed through Celite and the solvent was evaporated to give the title compound (5.8 g) as a pale-yellow amorphous solid.

Workup

  1. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b46bd2c85a0e49349a15640b084bd2eb
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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