HCID 70526346, compound → HCID 12834122, compound

HRID 851597Notes

Reaction equation

HRID 851597 reaction equation
[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:30])[CH:12]([NH:13][C:14](=[O:29])[CH:15]([C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)[NH:16]C(OC(C)(C)C)=O)[C@H:4]2[S:3]1>C(O)=O>[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:30])[CH:12]([NH:13][C:14](=[O:29])[CH:15]([C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)[NH2:16])[C@H:4]2[S:3]1

Participants

3

Reactant 1

HCID 70526346HCID 70526346, compound

Product 1

HCID 12834122HCID 12834122, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 2-methyl-7-[N-(tert.-butoxycarbonyl)-2-(2-thienyl)glycyl]amino-3-cephem-4-carboxylic acid (2.34 g) in formic acid (10 ml) was stirred for 4 hours at room temperature. After the reaction was completed, the solvent was distilled off under reduced pressure from the reaction mixture, and the residue was pulverized by treating with ethyl acetate. The powder (1.79 g) was dissolved in water (40 ml) and the solution was stirred for 30 minutes, and then filtered. The filtrate was lyophilized to give 2-methyl-7-[2-(2-thienyl)glycyl]amino-3-cephem-4-carboxylic acid (1.5 g), mp 145° to 149° C.

Workup

  1. distillationthe solvent was distilled off under reduced pressure from the reaction mixture
  2. additionby treating with ethyl acetate
  3. dissolutionThe powder (1.79 g) was dissolved in water (40 ml)
  4. filtrationfiltered

Sources & evidence

ORD record
ord-a4f2dda470a3461fae31ecba6ec74edb
Source dataset
uspto-grants-1983_05
Patent number
US04385176

Reaction notes

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