N-Hydroxysuccinimide → HCID 68148904, compound

HRID 1657433Notes

Reaction equation

HRID 1657433 reaction equation
[F:1][C:2]([F:11])([F:10])[S:3]([CH2:6][C:7](O)=[O:8])(=[O:5])=[O:4].ON1C(=O)CCC1=O.[NH2:20][CH:21]1[C:39](=[O:40])[N:23]2[C:24]([C:36]([OH:38])=[O:37])=[C:25]([CH2:28][S:29][C:30]3[S:34][C:33]([CH3:35])=[N:32][N:31]=3)[CH2:26][S:27][C@H:22]12>>[F:1][C:2]([F:11])([F:10])[S:3]([CH2:6][C:7]([NH:20][CH:21]1[C:39](=[O:40])[N:23]2[C:24]([C:36]([OH:38])=[O:37])=[C:25]([CH2:28][S:29][C:30]3[S:34][C:33]([CH3:35])=[N:32][N:31]=3)[CH2:26][S:27][C@H:22]12)=[O:8])(=[O:5])=[O:4]

Participants

4

Reactant 3

HCID 80170N-HydroxysuccinimideHCID 12590817HCID 12590817, compoundHCID 129420347-Amino-3-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid

Product 1

HCID 68148904HCID 68148904, compound

Procedure

Using the procedure in Example 1 trifluoromethylsulfonylacetic acid is esterified with N-hydroxysuccinimide and then is reacted with 7-amino-3-(2-methyl-1,3,4-thiadiazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid using the procedure of Example 3 to give the title compound.

Sources & evidence

ORD record
ord-fa4ee60884544212960391fd97df70ce
Source dataset
uspto-grants-1976_06
Patent number
US03960855

Reaction notes

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