N-(3-methoxycarbonyl-2-methylpropanoyl)-L-alanine benzyl ester → N-(3-methoxycarbonyl-2-methylpropanoyl)-L-alanine

HRID 903679

Reaction equation

HRID 903679 reaction equation
C([O:8][C:9](=[O:22])[C@H:10]([CH3:21])[NH:11][C:12](=[O:20])[CH:13]([CH3:19])[CH2:14][C:15]([O:17][CH3:18])=[O:16])C1C=CC=CC=1>C(O)C.[Pd]>[CH3:18][O:17][C:15]([CH2:14][CH:13]([CH3:19])[C:12]([NH:11][C@H:10]([C:9]([OH:22])=[O:8])[CH3:21])=[O:20])=[O:16]

Participants

4

Reactant 1

HCID 53826083N-(3-methoxycarbonyl-2-methylpropanoyl)-L-alanine benzyl ester

Product 1

HCID 53969800N-(3-methoxycarbonyl-2-methylpropanoyl)-L-alanine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-(3-methoxycarbonyl-2-methylpropanoyl)-L-alanine benzyl ester (50 g.) is dissolved in 95% ethanol, 10% palladium on charcoal (5 g.) is added and the mixture is hydrogenated at normal pressure for 16 hours. The catalyst is filtered off and the filtrate is concentrated to dryness in vacuo to yield N-(3-methoxycarbonyl-2-methylpropanoyl)-L-alanine.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe filtrate is concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-2b7cf8a810334555bad98c65a890d114
Source dataset
uspto-grants-1980_10
Patent number
US04228184

Linked notes

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