Formic Acid → HCID 131710996, compound

HRID 462311Notes

Reaction equation

HRID 462311 reaction equation
[CH2:1]([O:3][C:4]([CH:6]=[CH:7][C:8]1[CH2:9][S:10][C@@H:11]2[CH:22]([NH:23][C:24](=[O:33])[CH2:25][O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21](=[O:34])[N:12]2[C:13]=1[C:14]([O:16]C(C)(C)C)=[O:15])=[O:5])[CH3:2].C(O)=O>O>[CH2:1]([O:3][C:4]([CH:6]=[CH:7][C:8]1[CH2:9][S:10][C@@H:11]2[CH:22]([NH:23][C:24](=[O:33])[CH2:25][O:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:21](=[O:34])[N:12]2[C:13]=1[C:14]([OH:16])=[O:15])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 131710997HCID 131710997, compound

Product 1

HCID 131710996HCID 131710996, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 75 mg. of tert-butyl 3-(2'-ethoxycarbonylvinyl)-7-phenoxyacetamido-3-cephem-4-carboxylate in 10 cc. of 98-100 percent formic acid, any remainder being water, was allowed to stand at room temperature for 1.5 hours. After evaporation under reduced pressure of the formic acid, isolation of the acidic material by extraction provided 55 mg. of the desired above-named acid, which could be crystallized from ether or ethanol, m.p., 193°-196° C. The IR, NMR, and ultraviolet (UV) spectra and elemental analyses were in accord with the assigned structure.

Workup

  1. customAfter evaporation under reduced pressure of the formic acid, isolation of the acidic material
  2. extractionby extraction
  3. customprovided 55 mg
  4. customof the desired above-named acid, which could be crystallized from ether or ethanol, m.p., 193°-196° C

Sources & evidence

ORD record
ord-9efa6550d3a14dea9fa4759946d48206
Source dataset
uspto-grants-1977_12
Patent number
US04065620

Reaction notes

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