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

HRID 23064Notes

Reaction equation

HRID 23064 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 tlc on silica gel and purification was by extraction with Et2O followed by washes with aqueous K2CO3 and aqueous HCl.

Workup

  1. customThe reaction was monitored by tlc on silica gel and purification
  2. extractionwas by extraction with Et2O

Sources & evidence

ORD record
ord-aa176689c44d44ea8efbd2713c428856
Source dataset
uspto-grants-2005_02
Patent number
US06849650B2

Reaction notes

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