7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid → 7-[3-(4-Pyridylsulfinyl)propinamido]-3-azidomethyl-3-cephem-4-carboxylic acid

HRID 1389593Notes

Reaction equation

HRID 1389593 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([S:7]([CH2:9][CH2:10][C:11]([OH:13])=O)=[O:8])=[CH:3][CH:2]=1.[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>>[N:1]1[CH:2]=[CH:3][C:4]([S:7]([C:9]#[C:10][C:11]([NH:14][CH:15]2[C:29](=[O:30])[N:17]3[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]23)=[O:13])=[O:8])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 128022197-Amino-3-azidomethyl-3-cephem-4-carboxylic acidHCID 202971773-(4-Pyridylsulfinyl)propionic acid

Product 1

HCID 1317120357-[3-(4-Pyridylsulfinyl)propinamido]-3-azidomethyl-3-cephem-4-carboxylic acid

Procedure

398 mg. of 3-(4-pyridylsulfinyl)propionic acid and 7-amino-3-azidomethyl-3-cephem-4-carboxylic acid were reacted in the same manner as described in Example 28 and 143 mg. of 7-[3-(4-pyridylsulfinyl)propinamido]-3-azidomethyl-3-cephem-4-carboxylic acid were obtained.

Sources & evidence

ORD record
ord-1e4b8a8740fb494384077804b92e4413
Source dataset
uspto-grants-1981_01
Patent number
US04245107

Reaction notes

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