7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid → 7-(2-Furylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid

HRID 1389600Notes

Reaction equation

HRID 1389600 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([CH2:8][C:9]([OH:11])=O)=[O:7].[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>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([CH2:8][C:9]([NH: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)=[O:11])=[O:7]

Participants

3

Reactant 2

HCID 128022197-Amino-3-azidomethyl-3-cephem-4-carboxylic acidHCID 202971762-Furylsulfinylacetic acid

Product 1

HCID 1317120437-(2-Furylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid

Procedure

348 mg. of 2-furylsulfinylacetic 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 163 mg. of 7-(2-furylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid of the R form were obtained.

Sources & evidence

ORD record
ord-4902ebeb69f546beae465675275755f0
Source dataset
uspto-grants-1981_01
Patent number
US04245107

Reaction notes

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