HCID 68135748, compound → HCID 68132250, compound

HRID 1287324Notes

Reaction equation

HRID 1287324 reaction equation
[CH3:1][C:2]12[CH2:10][C:6]1([C:7]([OH:9])=[O:8])[N:5]1[C:11](=[O:32])[CH:12]([NH:13][C:14](=[O:31])[CH:15]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[NH:16]C(OC(C3CC3)C)=O)[C@H:4]1[S:3]2>C(O)=O>[CH3:1][C:2]12[CH2:10][C:6]1([C:7]([OH:9])=[O:8])[N:5]1[C:11](=[O:32])[CH:12]([NH:13][C:14](=[O:31])[CH:15]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[NH2:16])[C@H:4]1[S:3]2

Participants

3

Reactant 1

HCID 68135748HCID 68135748, compound

Product 1

HCID 68132250HCID 68132250, compoundYield 62.6%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 2-methyl-2,3-methylene-6-[N-(1-cyclopropylethoxy) carbonyl-2-phenylglycyl]aminopenam-3-carboxylic acid (1.88 g.) in formic acid (10 ml.) was stirred for 1 hour at room temperature and the solvent was distilled off under reduced pressure at room temperature. The residue was pulverized by adding ether and fitered. The powder was added to a mixture of acetonitrile (10 ml.) and water (1 ml.) and precipitated crystals were collected by filtration, washed with acetonitrile and dried to give 2-methyl-2,3-methylene-6-(2-phenylglycyl)aminopenam-3-carboxylic acid (0.89 g.), mp 200° to 202°C (dec.).

Workup

  1. distillationthe solvent was distilled off under reduced pressure at room temperature
  2. additionby adding ether
  3. additionThe powder was added to a mixture of acetonitrile (10 ml.) and water (1 ml.)
  4. customprecipitated crystals
  5. filtrationwere collected by filtration
  6. washwashed with acetonitrile
  7. customdried

Sources & evidence

ORD record
ord-bb2620e7b0a94bac8343d4965cd771ea
Source dataset
uspto-grants-1976_10
Patent number
US03984397

Reaction notes

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