HCID 86740397, compound → HCID 86740398, compound

HRID 653262Notes

Reaction equation

HRID 653262 reaction equation
[C:1]([O:4][C@@H:5]1[N:8]([S:9]([O-:12])(=[O:11])=[O:10])[C:7](=[O:13])[C@H:6]1[NH:14][C:15](=[O:32])[C:16]([C:22]1[N:23]=[C:24]([NH:27]C(=O)CCl)[S:25][CH:26]=1)=[N:17][O:18][CH:19]([CH3:21])[CH3:20])(=[O:3])[CH3:2].[Na+:33].CSC(=S)N.[Na]>O>[C:1]([O:4][C@@H:5]1[N:8]([S:9]([O-:12])(=[O:11])=[O:10])[C:7](=[O:13])[C@H:6]1[NH:14][C:15](=[O:32])[C:16]([C:22]1[N:23]=[C:24]([NH2:27])[S:25][CH:26]=1)=[N:17][O:18][CH:19]([CH3:21])[CH3:20])(=[O:3])[CH3:2].[Na+:33]

Participants

4

Reactant 2

HCID 86740397HCID 86740397, compoundHCID 86740399HCID 86740399, compound

Product 1

HCID 86740398HCID 86740398, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 0.250 g sodium (3S,4S)-4-acetoxy-3-[2-(2-chloroacetamidothiazol-4-yl)-2-isopropoxyiminoacetamido]-2-oxoazetidine-1-sulfonate in 4 ml of water is added 73 mg of sodium monomethyldithiocarbamate under ice-cooling and the mixture is stirred at room temperature for one hour. The insolubles are filtered off and the filtrate is purified on a column of XAD-II. The above procedure gives 0.153 g of sodium (3S,4S)-4-acetoxy-3-[2-(2-aminothiazol-4-yl)-2-isopropoxyiminoacetamido]-2-oxoazetidine-1-sulfonate.

Workup

  1. temperaturecooling
  2. filtrationThe insolubles are filtered off
  3. customthe filtrate is purified on a column of XAD-II

Sources & evidence

ORD record
ord-e06ca54209ed4a13b7a685253c9dd9b0
Source dataset
uspto-grants-1987_06
Patent number
US04675397

Reaction notes

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