HCID 86740397, compound → HCID 86740416, compound

HRID 621100Notes

Reaction equation

HRID 621100 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].C(=S)(SC)N.[Na]>O>[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 86740417HCID 86740417, compound

Product 1

HCID 86740416HCID 86740416, compoundYield 40.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 0.300 g of the above sodium (3R, 4S)-3-[2-(2-chloroacetamidothiazol-4-yl)-2-methoxyiminoacetamido]-4-(1-methyl-1H-tetrazol-5-yl)thio-2-oxoazetidine-1-sulfonate in 4 ml of water and 4 ml of a buffer (pH 6.56) is added under ice-cooling 0.0689 g of sodium monomethyl dithiocarbamate, and the mixture is stirred at room temperature for 2 hour. The same procedure as Example 3B yields 0.106 g of sodium (3R,4S)-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-ed141a0372894ef79eadd1a4d5d1eb3b
Source dataset
uspto-grants-1989_04
Patent number
US04822788

Reaction notes

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