7-Aminocephalosporanic acid → HCID 70453504, compound

HRID 483036Notes

Reaction equation

HRID 483036 reaction equation
C(=O)(O)O.[Na].CC(O[CH2:10][C:11]1[CH2:20][S:19][C@@H:14]2[C@H:15]([NH2:18])[C:16](=[O:17])[N:13]2[C:12]=1[C:21]([OH:23])=[O:22])=O.[Na].[CH:25]([NH:28][N:29]1[C:33]([SH:34])=[N:32][N:31]=[N:30]1)([CH3:27])[CH3:26].[Na].C(=NN1C(S)=NN=N1)(C)C>O>[NH2:18][C@@H:15]1[C:16](=[O:17])[N:13]2[C:12]([C:21]([OH:23])=[O:22])=[C:11]([CH2:10][S:34][C:33]3[N:29]([NH:28][CH:25]([CH3:27])[CH3:26])[N:30]=[N:31][N:32]=3)[CH2:20][S:19][C@H:14]12

Participants

6

Reactant 4

HCID 4413287-Aminocephalosporanic acidHCID 24192197Carbonic acid, sodium saltHCID 178458048HCID 178458048, compoundHCID 178458049HCID 178458049, compound

Product 1

HCID 70453504HCID 70453504, compoundYield 66.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of sodium hydrogen bicarbonate (1 g, 12 mmol) in water (80 ml) were added 7β-aminocephalosporanic acid (3 g, 11 mmol) and 1-isopropylamino-5-mercapto-1H-tetrazole sodium salt (4 g, 22 mmol). The mixture was treated in a manner similar to that described in Example 6, (a) to give pale brown powder of 7β-amino-3-[(1-isopropylamino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid (2.7 g, 66%).

Workup

  1. additionThe mixture was treated in a manner similar to

Sources & evidence

ORD record
ord-634e52406ed148589c39d09e6b2112bd
Source dataset
uspto-grants-1986_03
Patent number
US04576938

Reaction notes

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