HCID 9842268, compound → HCID 86743364, compound

HRID 1607349Notes

Reaction equation

HRID 1607349 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[S:12][CH:13]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)[CH:14]([OH:18])[C:15]([OH:17])=[O:16].[OH:27][C:28]1[CH:44]=[CH:43][C:31]([CH2:32][CH:33]2[C:42]3[CH2:41][CH2:40][CH2:39][CH2:38][C:37]=3[CH2:36][CH2:35][NH:34]2)=[CH:30][CH:29]=1>>[OH2:16].[OH:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:32][CH:33]2[C:42]3[CH2:41][CH2:40][CH2:39][CH2:38][C:37]=3[CH2:36][CH2:35][NH:34]2)=[CH:43][CH:44]=1.[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[S:12][CH:13]([C:19]1[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)[CH:14]([OH:18])[C:15]([OH:17])=[O:16]

Participants

3

Reactant 2

HCID 9842268HCID 9842268, compound2×HCID 145561084-[(1,2,3,4,5,6,7,8-Octahydroisoquinolin-1-yl)methyl]phenol

Product 1

HCID 86743364HCID 86743364, compound

Procedure

A process for preparing optically pure (-)-β-[(2-amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid of the formula ##STR20## which comprises (a) treating a solution of rac-β-[(2-amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid with (+)-1-(p-hydroxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline to form diastereomeric salts (+)-β-[(2-amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid (+)-1-(p-hydroxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline hydrate which crystallizes and (-)-β-[(2-amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid (+)-1-(p-hydroxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline hydrate which, remains in solution;

Sources & evidence

ORD record
ord-0044e664f0bc4d1ba945290b799ca852
Source dataset
uspto-grants-1989_09
Patent number
US04864058

Reaction notes

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