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

HRID 2419383Notes

Reaction equation

HRID 2419383 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-fb934302650c4c72a8021b847d921d90
Source dataset
uspto-grants-1978_08
Patent number
US04105789

Reaction notes

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