Timonacic → 3-[3-(4-Pentadecenylamino)benzoyl]-4-carboxythiazolidine

HRID 325570

Reaction equation

HRID 325570 reaction equation
[CH2:1]([NH:16][C:17]1[CH:18]=[C:19]([CH:32]=[CH:33][CH:34]=1)[C:20]([N:22]1[CH:26]([C:27]([O:29]CC)=[O:28])[CH2:25][S:24][CH2:23]1)=[O:21])[CH2:2][CH2:3][CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].S1CC(C(O)=O)NC1>C(=O)(O)[O-].[Na+].CC(C)=O>[CH2:1]([NH:16][C:17]1[CH:18]=[C:19]([CH:32]=[CH:33][CH:34]=1)[C:20]([N:22]1[CH:26]([C:27]([OH:29])=[O:28])[CH2:25][S:24][CH2:23]1)=[O:21])[CH2:2][CH2:3][CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 9934TimonacicHCID 538623083-[3-(4-Pentadecenylamino)benzoyl]-4-carboethoxythiazolidine

Product 1

HCID 537972693-[3-(4-Pentadecenylamino)benzoyl]-4-carboxythiazolidine

Reagents, catalysts & solvents 1

HCID 86737261Acetone sodium bicarbonateSolvent

Procedure

By means of the alkaline hydrolysis method of Example 2 the ethyl ester of Example 548 is converted to the subject carboxylic acid. This acid is also prepared using the procedure of Example 548 except that the acylation of the thiazolidine-4-carboxylic acid is carried out in aqueous acetone sodium bicarbonate solution.

Workup

  1. customThis acid is also prepared

Sources & evidence

ORD record
ord-df868f938c0f45f6a856aa523a785110
Source dataset
uspto-grants-1984_04
Patent number
US04440940

Linked notes

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