HCID 86740397, compound → HCID 86740418, compound

HRID 653268Notes

Reaction equation

HRID 653268 reaction equation
ClCC([NH:5][C:6]1[S:7][CH:8]=[C:9]([C:11](=[N:31][O:32][CH3:33])[C:12]([NH:14][C@H:15]2[C@@H:18]([S:19][C:20]3[N:24]([CH3:25])[N:23]=[N:22][N:21]=3)[N:17]([S:26]([O-:29])(=[O:28])=[O:27])[C:16]2=[O:30])=[O:13])[N:10]=1)=O.[Na+:34].CSC(=S)N.[Na]>CO>[NH2:5][C:6]1[S:7][CH:8]=[C:9]([C:11](=[N:31][O:32][CH3:33])[C:12]([NH:14][C@H:15]2[C@@H:18]([S:19][C:20]3[N:24]([CH3:25])[N:23]=[N:22][N:21]=3)[N:17]([S:26]([O-:29])(=[O:28])=[O:27])[C:16]2=[O:30])=[O:13])[N:10]=1.[Na+:34]

Participants

4

Reactant 2

HCID 86740397HCID 86740397, compoundHCID 86740419HCID 86740419, compound

Product 1

HCID 86740418HCID 86740418, compoundYield 41.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.260 g of the above sodium (3R,4R)-3-[2-(2-chloroacetamidothiazol-4-yl)-2-methoxyiminoacetamido]-4-(1-methyl-1H-tetrazol-5-yl)thio-2-oxoazetidine-1-sulfonate in 20 ml of 50% methanol is added under ice-cooling 0.0597 g of sodium monomethyldithiocarbamate, and the mixture is stirred at room temperature for 5 hours. The same procedure as Example 3B yields 0.093 g of sodium (3R,4R)-3-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-4-(1-methyl-1H-tetrazol-5-yl)thio-2-oxoazetidine-1-sulfonate.

Sources & evidence

ORD record
ord-712d54b194c144fa9f86e8fb8b92fc97
Source dataset
uspto-grants-1987_06
Patent number
US04675397

Reaction notes

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