Peracetic Acid → HCID 131715168, compound

HRID 652066Notes

Reaction equation

[C:1]([O:4][CH2:5][C:6]1[CH:7]([NH:26][C:27](=[O:29])[CH3:28])[S:8][C@@H:9]2[C@:16]([NH:22][CH:23]=[O:24])([C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[C:15](=[O:25])[N:10]2[C:11]=1[C:12]([O-:14])=[O:13])(=[O:3])[NH2:2].[Na+:30].C(OO)(=[O:33])C>>[C:1]([O:4][CH2:5][C:6]1[CH:7]([NH:26][C:27](=[O:29])[CH3:28])[S:8](=[O:33])[C@@H:9]2[C@:16]([NH:22][CH:23]=[O:24])([C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[C:15](=[O:25])[N:10]2[C:11]=1[C:12]([O-:14])=[O:13])(=[O:3])[NH2:2].[Na+:30]

Participants

Reactant 2

HCID 6585Peracetic Acid

HCID 131715170HCID 131715170, compound

Product 1

HCID 131715168HCID 131715168, compound

Procedure

Oxidation of sodium 3-carbamoyloxymethyl-7α-formamido-7β-thien-2-yl-acetamido-ceph-3-em-4-carboxylate with peracetic acid in analogous manner to that described in Example 6(d) gives the title compound as a mixture of R- and and S-sulphoxide isomers.

Sources & evidence

ORD record: ord-e28bc15e60a7480988512a9ed2e0f273
Source dataset: uspto-grants-1987_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04670431

Reaction notes

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