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

HRID 904499

Reaction equation

HRID 904499 reaction equation
[CH2:1]([NH:16][C:17]1[CH:34]=[CH:33][C:20]([C:21]([N:23]2[CH:27]([C:28]([O:30]CC)=[O:29])[CH2:26][S:25][CH2:24]2)=[O:22])=[CH:19][CH:18]=1)[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]=[CH:19][C:20]([C:21]([N:23]2[CH:27]([C:28]([OH:30])=[O:29])[CH2:26][S:25][CH2:24]2)=[O:22])=[CH:33][CH:34]=1)[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 536530283-[4-(4-Pentadecenylamino)benzoyl]-4-carboethoxythiazolidine

Product 1

HCID 538355243-[4-(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 385 is converted to the subject carboxylic acid. This acid is also prepared using the procedure of Example 385 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-a25f4f14ee584281bdb91b5e95b0134e
Source dataset
uspto-grants-1980_10
Patent number
US04230878

Linked notes

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