HCID 12912423, compound → HCID 86738027, compound

HRID 847701Notes

Reaction equation

HRID 847701 reaction equation
[N+:1]([C:4]1[CH:44]=[CH:43][C:7]([CH2:8][O:9][C:10](=[O:42])[CH:11](N2C(SSC3SC4C=CC=CC=4N=3)C(NC(=O)COC3C=CC=CC=3)C2=O)[C:12](=[CH2:14])[CH3:13])=[CH:6][CH:5]=1)([O-:3])=[O:2]>CC(C)=O.O.C1(C)C=CC(S([O-])=O)=CC=1.[Ag+]>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][O:9][C:10](=[O:42])[CH2:11][C:12](=[CH2:13])[CH3:14])=[CH:43][CH:44]=1)([O-:3])=[O:2]

Participants

4

Reactant 1

HCID 12912423HCID 12912423, compound

Product 1

HCID 86738027HCID 86738027, compound

Reagents, catalysts & solvents 2

HCID 12415868HCID 12415868, compoundCatalystHCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

(ci) 1.58 g (1.2 equivalents) of silver p-toluenesulphinate are added in portions, in the course of 10 minutes, to a solution of 3.25 g (5.0 mmols) of 2-[4-(benzthiazol-2-yldithio)-3-phenoxyacetamido-2-oxoazetidin-1-yl]-3-methylenebutyric acid p-nitrobenzyl ester in 200 ml of acetone/water, 9:1 (v/v). The suspension is stirred for one hour at room temperature, filtered and further processed as described in Example 1(c). 2-[4-(p]Toluenesulphonylthio)-3-phenoxyacetamido-2-oxoazetidin-1-yl]-3-methylenebutyric acid p-nitrobenzyl ester is obtained in quantitative yield.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-1f92a1a88e7a41a19cd9e267689582e5
Source dataset
uspto-grants-1981_10
Patent number
US04293462

Reaction notes

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