HCID 70526346, compound → HCID 12834122, compound

HRID 1660607Notes

Reaction equation

HRID 1660607 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-a14f104751e344c7addb2dc037271833
Source dataset
uspto-grants-1981_12
Patent number
US04308380

Reaction notes

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