L-Lysine monohydrochloride → 7-[2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid

HRID 1650484Notes

Reaction equation

HRID 1650484 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:23][O:24][CH3:25])[C:8]([NH:10][CH:11]2[C:21](=[O:22])[N:13]3[C:14]([C:18]([O-:20])=[O:19])=[CH:15][CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].Cl.[NH2:28][C@H:29]([C:35]([OH:37])=[O:36])[CH2:30][CH2:31][CH2:32][CH2:33][NH2:34]>O>[NH2:28][C@H:29]([C:35]([OH:37])=[O:36])[CH2:30][CH2:31][CH2:32][CH2:33][NH2:34].[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:23][O:24][CH3:25])[C:8]([NH:10][CH:11]2[C:21](=[O:22])[N:13]3[C:14]([C:18]([OH:20])=[O:19])=[CH:15][CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

5

Reactant 2

HCID 69568L-Lysine monohydrochlorideHCID 131712445Sodium 7-[2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate

Product 2

HCID 5962L-LysineHCID 1317124447-[2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acidYield 139.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer, 1.21 g.) was added to a solution of lysine hydrochloride (0.55 g.) in water (12 ml.). The solution was lyophilized to give a lysine salt of 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer, 1.6 g.).

Sources & evidence

ORD record
ord-f5063798224840c6acb42f1151611ac2
Source dataset
uspto-grants-1990_05
Patent number
US04923998

Reaction notes

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