Sodium Hydroxide → HCID 54572674, compound

HRID 1706516Notes

Reaction equation

HRID 1706516 reaction equation
C[O:2][C:3]([CH:5]([N:14]1[CH2:17][CH:16]([NH:18][C:19](=[O:45])[C:20]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][CH:33]([C:41]([O:43]C)=[O:42])[NH:34]C(=O)C(F)(F)F)=[CH:26][CH:25]=2)=[N:21][O:22][CH3:23])[C:15]1=[O:46])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=[O:4].[OH-].[Na+]>CC(C)=O>[C:3]([CH:5]([N:14]1[CH2:17][CH:16]([NH:18][C:19](=[O:45])[C:20]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][CH:33]([NH2:34])[C:41]([OH:43])=[O:42])=[CH:26][CH:25]=2)=[N:21][O:22][CH3:23])[C:15]1=[O:46])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86737048HCID 86737048, compound

Product 1

HCID 54572674HCID 54572674, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-(α-Methoxycarbonyl-4-methoxybenzyl)-3-[2-[4-{3-methoxycarbonyl-3-(2,2,2-trifluoroacetamido)propoxy}phenyl]-2-methoxyiminoacetamido]-2-azetidinone (0.19 g.) was dissolved in acetone (2 ml.). 1 N-Sodium hydroxide aqueous solution (0.9 ml.) was added to the solution at ambient temperature, and the mixture was stirred for 5 minutes. The acetone was distilled off from the reaction mixture, and the remaining solution was adjusted to pH 3 with 10% hydrochloric acid. The separated oil material was isolated by decantation, washed with acetone and water, and then pulverized with acetonitrile to give 1-(α-carboxy-4-methoxybenzyl)-3-[2-{4-(3-amino-3-carboxypropoxy)phenyl}-2-methoxyiminoacetamido]-2-azetidinone (0.02 g.). Mp 170° to 176° C. (dec.).

Workup

  1. distillationThe acetone was distilled off from the reaction mixture
  2. customThe separated oil material was isolated by decantation
  3. washwashed with acetone and water

Sources & evidence

ORD record
ord-9aaac7c5ae2b4bceae6949964acc1d3d
Source dataset
uspto-grants-1980_06
Patent number
US04207234

Reaction notes

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