Hydrochloric Acid → N-[(1-Carboxy-3-phenylpropyl)-alpha-azaglycyl]-4(R)-carboxy-2-(2-hydroxyphenyl)thiazolidine

HRID 979965Notes

Reaction equation

HRID 979965 reaction equation
[C:1]([CH:4]([NH:13][NH:14][C:15]([N:17]1[C@H:21]([C:22]([O:24]CC)=[O:23])[CH2:20][S:19][CH:18]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[OH:33])=[O:16])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([OH:3])=[O:2].Cl>[OH-].[Na+]>[C:1]([CH:4]([NH:13][NH:14][C:15]([N:17]1[C@H:21]([C:22]([OH:24])=[O:23])[CH2:20][S:19][CH:18]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[OH:33])=[O:16])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18606071N-[N-(1-Carboxy-3-phenylpropyl)-alpha-azaglycinyl]-4(R)carboethoxy-2-(2-hydroxyphenyl)thiazolidine

Product 1

HCID 18606061N-[(1-Carboxy-3-phenylpropyl)-alpha-azaglycyl]-4(R)-carboxy-2-(2-hydroxyphenyl)thiazolidine

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

The above diester (Example 50) can be dissolved in aqueous sodium hydroxide (2N; 5 ml) and stirred for 1 hr. The resulting solution can be acidified with dilute hydrochloric acid and the product (59) isolated by ion-exchange chromatography on DOWEX 50W-X4 resin.

Sources & evidence

ORD record
ord-171a68dc4a2d4d51ac6b340f4daafcaa
Source dataset
uspto-grants-1987_01
Patent number
US04634715

Reaction notes

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