Peroxymonosulfate → 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, 4-oxide

HRID 904059Notes

Reaction equation

HRID 904059 reaction equation
[CH3:1][C:2]1([CH3:23])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([CH2:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:20]([O-:22])=[O:21].[K+].S([O-])(O[O-])(=O)=[O:26]>>[CH3:1][C:2]1([CH3:23])[S:6](=[O:26])[C@@H:5]2[C@H:7]([NH:10][C:11]([CH2:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:20]([OH:22])=[O:21]

Participants

3

Reactant 2

HCID 159922PeroxymonosulfateHCID 23664709Penicillin G Potassium

Product 1

HCID 1074964-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, 4-oxide

Procedure

A penicillin is treated with a peroxymonosulfate at a temperature of from about 0° C. to about 50° C. in an aqueous medium to produce a penicillin sulfoxide.

Sources & evidence

ORD record
ord-30a2711cf5944e1c9c3e7b7ca09729aa
Source dataset
uspto-grants-1980_10
Patent number
US04230620

Reaction notes

Loading…