Alanine methyl ester hydrochloride → (S)-2-[(7-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carbonyl)-amino]-propionic acid methyl ester

HRID 250314Notes

Reaction equation

HRID 250314 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([OH:23])=[C:14]([C:20](O)=[O:21])[N:15]=[C:16]2[Cl:19])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:25][O:26][C:27](=[O:31])[C@H:28]([CH3:30])[NH2:29]>>[CH3:25][O:26][C:27](=[O:31])[C@@H:28]([NH:29][C:20]([C:14]1[N:15]=[C:16]([Cl:19])[C:17]2[C:12]([C:13]=1[OH:23])=[CH:11][CH:10]=[C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH:18]=2)=[O:21])[CH3:30]

Participants

3

Reactant 2

HCID 2733257Alanine methyl ester hydrochlorideHCID 186981307-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carboxylic acid

Product 1

HCID 86595454(S)-2-[(7-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carbonyl)-amino]-propionic acid methyl ester

Procedure

7-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carboxylic acid, 0.33 g, was coupled with L-Alanine methyl ester hydrochloride, 0.150 g, analogously to Example A-1 a). 0.264 G of white solid were obtained: MS-(+)-ion, M+1=415 amu.

Workup

  1. custom0.264 G of white solid were obtained

Sources & evidence

ORD record
ord-1ae7d5207fbc4dc9a1f4ba92b84ec801
Source dataset
uspto-grants-2011_01
Patent number
US07863292B2

Reaction notes

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