methyl (2S)-2-aminopentanoate hydrochloride → N-[N-(3,5-dichlorophenyl)-L-alanyl]-(S)-2-aminopentanoic acid methyl ester

HRID 1870317Notes

Reaction equation

HRID 1870317 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:24])[C@H:19]([CH2:21][CH2:22][CH3:23])[NH2:20]>>[CH3:16][O:17][C:18](=[O:24])[C@@H:19]([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)[CH2:21][CH2:22][CH3:23]

Participants

3

Reactant 2

HCID 14118488methyl (2S)-2-aminopentanoate hydrochlorideHCID 15484844N-(3,5-dichlorophenyl)-D,L-alanine

Product 1

HCID 54555894N-[N-(3,5-dichlorophenyl)-L-alanyl]-(S)-2-aminopentanoic acid methyl ester

Procedure

Following General Procedure D and using N-(3,5-dichlorophenyl)-D,L-alanine (from Example B above) and L-norvaline methyl ester hydrochloride (Sennchem), 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-f5856facd715461e8c620d2eaa56582a
Source dataset
uspto-grants-2000_08
Patent number
US06096782

Reaction notes

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