Phenylacetyl chloride → N-(phenylacetyl)-D,L-alanine iso-butyl ester

HRID 480872Notes

Reaction equation

HRID 480872 reaction equation
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH2:12]([O:16][C:17](=[O:21])[CH:18]([CH3:20])[NH2:19])[CH:13]([CH3:15])[CH3:14]>>[CH2:12]([O:16][C:17](=[O:21])[CH:18]([CH3:20])[NH:19][C:8](=[O:9])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 862001092-Methylpropyl 2-aminopropanoate hydrochloride

Product 1

HCID 9903374N-(phenylacetyl)-D,L-alanine iso-butyl ester

Procedure

Following General Procedure BA above and using phenylacetyl chloride (Aldrich) and D,L-alanine iso-butyl ester hydrochloride (from Example BB above), the title compound was prepared. The reaction was monitored by tic on silica gel and purification was by extraction with Et2O followed by washes with aqueous K2CO3 and aqueous HCl.

Workup

  1. customtic on silica gel and purification
  2. extractionwas by extraction with Et2O

Sources & evidence

ORD record
ord-5d35522a3c9546f28b47d02a0e7c7d21
Source dataset
uspto-grants-2003_11
Patent number
US06653303B1

Reaction notes

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