7-Aminocephalosporanic acid → HCID 70490624, compound

HRID 1659783Notes

Reaction equation

HRID 1659783 reaction equation
CC(O[CH2:5][C:6]1[CH2:15][S:14][C@@H:9]2[C@H:10]([NH2:13])[C:11](=[O:12])[N:8]2[C:7]=1[C:16]([OH:18])=[O:17])=O.[CH2:19]([N:22]1[C:26]([SH:27])=[N:25][N:24]=[N:23]1)[CH2:20][CH3:21]>P([O-])([O-])([O-])=O>[NH2:13][CH:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][S:27][C:26]3[N:22]([CH2:19][CH2:20][CH3:21])[N:23]=[N:24][N:25]=3)[CH2:15][S:14][C@H:9]12

Participants

4

Reactant 2

HCID 4413287-Aminocephalosporanic acidHCID 178456706HCID 178456706, compound

Product 1

HCID 70490624HCID 70490624, compoundYield 33.7%

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Procedure

7-Aminocephalosporanic acid (283.0 g.) and 1-propyl-1H-tetrazole-5-thiol (225.0 g.) were treated in 0.2 M phosphate buffer solution (5.5 l.) in a similar manner to that of Preparation 28-(3) to give 7-amino-3-(1-propyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (125.0 g.).

Workup

  1. customof Preparation 28-(3)

Sources & evidence

ORD record
ord-a57a332411404db6ba6145c333ab98d1
Source dataset
uspto-grants-1981_12
Patent number
US04304770

Reaction notes

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