7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid → 7-(3-Thienylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid

HRID 1389597Notes

Reaction equation

HRID 1389597 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([S:6]([CH2:8][C:9]([OH:11])=O)=[O:7])=[CH:2]1.[NH2:12][CH:13]1[C:27](=[O:28])[N:15]2[C:16]([C:24]([OH:26])=[O:25])=[C:17]([CH2:20][N:21]=[N+:22]=[N-:23])[CH2:18][S:19][C@H:14]12>>[S:1]1[CH:5]=[CH:4][C:3]([S:6]([CH2:8][C:9]([NH:12][CH:13]2[C:27](=[O:28])[N:15]3[C:16]([C:24]([OH:26])=[O:25])=[C:17]([CH2:20][N:21]=[N+:22]=[N-:23])[CH2:18][S:19][C@H:14]23)=[O:11])=[O:7])=[CH:2]1

Participants

3

Reactant 2

HCID 128022197-Amino-3-azidomethyl-3-cephem-4-carboxylic acidHCID 202972313-Thienylsulfinylacetic acid

Product 1

HCID 1317120407-(3-Thienylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid

Procedure

380 mg. of 3-thienylsulfinylacetic acid of the R form and 7-amino-3-azidomethyl-3-cephem-4-carboxylic acid were reacted in the same manner as described in Example 28 and 410 mg. of 7-(3-thienylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid of the R form were obtained.

Sources & evidence

ORD record
ord-61fead808f0d4010b664f4f35c82884e
Source dataset
uspto-grants-1981_01
Patent number
US04245107

Reaction notes

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