Benzenepentanoic acid → N-(5Phenylpentanoyl)-L-alanine iso-Butyl Ester

HRID 23074

Reaction equation

HRID 23074 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH2:15]([O:19][C:20](=[O:24])[C@H:21]([CH3:23])[NH2:22])[CH:16]([CH3:18])[CH3:17]>>[CH2:15]([O:19][C:20](=[O:24])[C@H:21]([CH3:23])[NH:22][C:11](=[O:13])[CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH:16]([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 16757Benzenepentanoic acidHCID 865849812-Methylpropyl (2S)-2-aminopropanoate hydrochloride

Product 1

HCID 15481770N-(5Phenylpentanoyl)-L-alanine iso-Butyl Ester

Procedure

Following General Procedure BB and using 5-phenylpentanoic acid (Aldrich) and L-alanine iso-butyl ester hydrochloride (from Example BB above), the title compound was prepared as an oil. 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-ab26952c503546858d4920a0546eedac
Source dataset
uspto-grants-2005_02
Patent number
US06849650B2

Linked notes

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