Methyl L-phenylalaninate hydrochloride → N-[N-(3,5-dichlorophenyl)-L-alanyl]-L-phenylalanine methyl ester

HRID 2299544Notes

Reaction equation

HRID 2299544 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][CH:10]([C:12]([OH:14])=O)[CH3:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl.[CH3:16][O:17][C:18](=[O:28])[C@H:19]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[NH2:20]>>[CH3:16][O:17][C:18](=[O:28])[C@H:19]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[NH:20][C:12](=[O:14])[C@H:10]([CH3:11])[NH:9][C:4]1[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=1

Participants

3

Reactant 2

HCID 75736Methyl L-phenylalaninate hydrochlorideHCID 15484844N-(3,5-dichlorophenyl)-D,L-alanine

Product 1

HCID 15484850N-[N-(3,5-dichlorophenyl)-L-alanyl]-L-phenylalanine methyl ester

Procedure

Following General Procedure D and using N-(3,5-dichlorophenyl)-D,L-alanine and L-phenylalanine methyl ester hydrochloride (Sigma), the title compound was prepared. The reaction product was purified by silica gel chromatography using 50% ethyl acetate/hexane.

Workup

  1. customThe reaction product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-6ffab0175fe8476cb947b8f90f8b279b
Source dataset
uspto-grants-2002_12
Patent number
US06495693B2

Reaction notes

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