7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid → 7-[3-(2-Methyl-1,3,4-thiadiazol-5-ylsulfinyl)butyramido]-3-azidomethyl-3-cephem-4-carboxylic acid

HRID 1389594Notes

Reaction equation

HRID 1389594 reaction equation
[CH3:1][C:2]1[S:3][C:4]([S:7]([CH:9]([CH3:14])[CH2:10][C:11]([OH:13])=O)=[O:8])=[N:5][N:6]=1.[NH2:15][CH:16]1[C:30](=[O:31])[N:18]2[C:19]([C:27]([OH:29])=[O:28])=[C:20]([CH2:23][N:24]=[N+:25]=[N-:26])[CH2:21][S:22][C@H:17]12>>[CH3:1][C:2]1[S:3][C:4]([S:7]([CH:9]([CH3:14])[CH2:10][C:11]([NH:15][CH:16]2[C:30](=[O:31])[N:18]3[C:19]([C:27]([OH:29])=[O:28])=[C:20]([CH2:23][N:24]=[N+:25]=[N-:26])[CH2:21][S:22][C@H:17]23)=[O:13])=[O:8])=[N:5][N:6]=1

Participants

3

Reactant 2

HCID 128022197-Amino-3-azidomethyl-3-cephem-4-carboxylic acidHCID 202971253-(2-Methyl-1,3,4-thiadiazol-5-ylsulfinyl)butyric acid

Product 1

HCID 1317120367-[3-(2-Methyl-1,3,4-thiadiazol-5-ylsulfinyl)butyramido]-3-azidomethyl-3-cephem-4-carboxylic acid

Procedure

468 mg. of 3-(2-methyl-1,3,4-thiadiazol-5-ylsulfinyl)butyric acid 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-[3-(2-methyl-1,3,4-thiadiazol-5-ylsulfinyl)butyramido]-3-azidomethyl-3-cephem-4-carboxylic acid were obtained.

Sources & evidence

ORD record
ord-6aa03fd4860f4ab09ba6f9e79ce3de7d
Source dataset
uspto-grants-1981_01
Patent number
US04245107

Reaction notes

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