7-amino-3-(1-carboxymethyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid → HCID 131712402, compound

HRID 1577736Notes

Reaction equation

HRID 1577736 reaction equation
[CH2:1]([O:4][N:5]=[C:6]([C:10]1[N:11]=[C:12]([NH:15][CH:16]=[O:17])[S:13][CH:14]=1)[C:7]([OH:9])=O)[CH2:2][CH3:3].[NH2:18][CH:19]1[C:40](=[O:41])[N:21]2[C:22]([C:37]([OH:39])=[O:38])=[C:23]([CH2:26][S:27][C:28]3[N:32]([CH2:33][C:34]([OH:36])=[O:35])[N:31]=[N:30][N:29]=3)[CH2:24][S:25][C@H:20]12>>[CH2:1]([O:4][N:5]=[C:6]([C:10]1[N:11]=[C:12]([NH:15][CH:16]=[O:17])[S:13][CH:14]=1)[C:7]([NH:18][CH:19]1[C:40](=[O:41])[N:21]2[C:22]([C:37]([OH:39])=[O:38])=[C:23]([CH2:26][S:27][C:28]3[N:32]([CH2:33][C:34]([OH:36])=[O:35])[N:31]=[N:30][N:29]=3)[CH2:24][S:25][C@H:20]12)=[O:9])[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 127691497-amino-3-(1-carboxymethyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acidHCID 536876672-(2-Formamidothiazol-4-yl)-2-propoxyiminoacetic acid

Product 1

HCID 131712402HCID 131712402, compoundYield 70.6%

Procedure

2-n-Propoxyimino-2-(2-formamido-1,3-thiazol-4-yl)acetic acid (syn isomer) (1.73 g.) and 7-amino-3-(1-carboxymethyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (2.0 g.) were reacted according to similar manners to those of Examples 1(b), 2(b), 3(b) and 6(b) to give white powder of 7-[2-n-propoxyimino-2-(2-formamido-1,3-thiazol-4-yl)acetamido]-3-(1-carboxymethyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (2.32 g.).

Sources & evidence

ORD record
ord-23cb8d2aeb454409aa140035ad411fb5
Source dataset
uspto-grants-1981_09
Patent number
US04288436

Reaction notes

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