7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid → 7-[3-(2-Thienylsulfinyl)butyramido]-3-azidomethyl-3-cephem-4-carboxylic acid

HRID 1389590Notes

Reaction equation

HRID 1389590 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([CH:8]([CH3:13])[CH2:9][C:10]([OH:12])=O)=[O:7].[NH2:14][CH:15]1[C:29](=[O:30])[N:17]2[C:18]([C:26]([OH:28])=[O:27])=[C:19]([CH2:22][N:23]=[N+:24]=[N-:25])[CH2:20][S:21][C@H:16]12>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([CH:8]([CH3:13])[CH2:9][C:10]([NH:14][CH:15]1[C:29](=[O:30])[N:17]2[C:18]([C:26]([OH:28])=[O:27])=[C:19]([CH2:22][N:23]=[N+:24]=[N-:25])[CH2:20][S:21][C@H:16]12)=[O:12])=[O:7]

Participants

3

Reactant 2

HCID 128022197-Amino-3-azidomethyl-3-cephem-4-carboxylic acidHCID 202971543-(2-Thienylsulfinyl)butyric acid

Product 1

HCID 1317120327-[3-(2-Thienylsulfinyl)butyramido]-3-azidomethyl-3-cephem-4-carboxylic acid

Procedure

436 mg. of 3-(2-thienylsulfinyl)butyric acid and 7-amino-3-azidomethyl-3-cephem-4-carboxylic acid were reacted in the same manner as described in Example 28 and 292 mg. of 7-[3-(2-thienylsulfinyl)butyramido]-3-azidomethyl-3-cephem-4-carboxylic acid were obtained.

Sources & evidence

ORD record
ord-f9b9e7f90fb34370a30bd393f5c3f45b
Source dataset
uspto-grants-1981_01
Patent number
US04245107

Reaction notes

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