Lithium hydroxide, monohydrate → HCID 58604318, compound

HRID 32852Notes

Reaction equation

HRID 32852 reaction equation
C[O:2][C:3](=[O:40])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C@@H:12]2[C:16](=[O:17])[N:15]([C@H:18]([C:27](=[O:38])[NH:28][C:29]3[S:30][CH:31]=[C:32]([C:34](=[O:37])[CH2:35][CH3:36])[N:33]=3)[C@H:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH3:20])[C:14](=[O:39])[NH:13]2)=[CH:8][CH:7]=1.O.[OH-].[Li+]>O1CCCC1>[O:39]=[C:14]1[NH:13][CH:12]([C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:40])=[O:2])=[CH:7][CH:8]=2)[C:16](=[O:17])[N:15]1[C@H:18]([C:27](=[O:38])[NH:28][C:29]1[S:30][CH:31]=[C:32]([C:34](=[O:37])[CH2:35][CH3:36])[N:33]=1)[C@H:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:20]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 11497798(4-{(R)-2,5-dioxo-1-[(1S,2S)-2-phenyl-1-(4-propionyl-thiazol-2-ylcarbamoyl)-propyl]-imidazolidin-4-yl}-phenoxy)-acetic acid methyl ester

Product 1

HCID 58604318HCID 58604318, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared by hydrolysis of (4-{(R)-2,5-dioxo-1-[(1S,2S)-2-phenyl-1-(4-propionyl-thiazol-2-ylcarbamoyl)-propyl]-imidazolidin-4-yl}-phenoxy)-acetic acid methyl ester (prepared as described in example 21) with lithium hydroxide monohydrate in aqueous tetrahydrofuran. Under the conditions employed for the hydrolysis of the methyl ester racemization occurred at the 4-position of the imidazolidinedione ring.

Sources & evidence

ORD record
ord-34cc8c647d864f73bc67ffe3bb879560
Source dataset
uspto-grants-2008_09
Patent number
US07427635B2

Reaction notes

Loading…