HCID 88373970, compound → HCID 53768074, compound

HRID 1376839Notes

Reaction equation

HRID 1376839 reaction equation
C([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:53][O:54][CH3:55])[C:27]([NH:29][CH:30]2[C:37](=[O:38])[N:36]3[CH:31]2[CH2:32][S:33][C:34]([S:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)=[C:35]3[C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])=[O:28])[N:25]=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C(O)=O>[NH2:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:53][O:54][CH3:55])[C:27]([NH:29][CH:30]2[C:37](=[O:38])[N:36]3[CH:31]2[CH2:32][S:33][C:34]([S:46][C:47]2[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=2)=[C:35]3[C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])=[O:28])[N:25]=1

Participants

3

Reactant 1

HCID 88373970HCID 88373970, compound

Product 1

HCID 53768074HCID 53768074, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of 200 mg of the product of Step B dissolved in 5 ml of 66% formic acid was stirred for 1 hour at ambient temperature and then was concentrated to dryness under reduced pressure at less than 30° C. The residue was dissolved in a mixture of acetonitrile and methanol and the solvent was evaporated to obtain 110 mg of 1,1-dimethylethyl 7-[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetamido]-8-oxo-3-phenylthio-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylate which after crystallization from ether had an Rf=0.42 (CH2C2 -MeOH (9-1).

Workup

  1. concentrationwas concentrated to dryness under reduced pressure at less than 30° C
  2. dissolutionThe residue was dissolved in a mixture of acetonitrile and methanol
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b220bc5b08134cb3996de3cbc4b0477d
Source dataset
uspto-grants-1997_09
Patent number
US05663164

Reaction notes

Loading…