D-Alanine → 2-(R)-[(4-Hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-propionic acid

HRID 2253079Notes

Reaction equation

HRID 2253079 reaction equation
C(O[C:6]([C:8]1[N:9]=[CH:10][C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[C:13]([O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:12]=2)=[O:7])CCC.[NH2:26][C@@H:27]([C:29]([OH:31])=[O:30])[CH3:28]>>[OH:18][C:17]1[C:16]2[C:11](=[CH:12][C:13]([O:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:14][CH:15]=2)[CH:10]=[N:9][C:8]=1[C:6]([NH:26][C@H:27]([CH3:28])[C:29]([OH:31])=[O:30])=[O:7]

Participants

3

Reactant 2

HCID 71080D-AlanineHCID 667129514-Hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid butyl ester

Product 1

HCID 574733652-(R)-[(4-Hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-propionic acid

Procedure

Prepared in analogy to Example A-63 g) by reacting 4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid butyl ester with D-alanine at the reflux condition for 5 days. MS-(−)-ion: M−1=351.1.

Workup

  1. customPrepared in analogy to Example A-63 g)
  2. customfor 5 days

Sources & evidence

ORD record
ord-2278d7553b544334877cb67b7f88b95d
Source dataset
uspto-grants-2008_01
Patent number
US07323475B2

Reaction notes

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