p-Toluenesulfonic acid monohydrate → HCID 18599866, compound

HRID 2231529Notes

Reaction equation

HRID 2231529 reaction equation
[N:1]([C@H:4]1[NH:7][C:6](=[O:8])[C@H:5]1[NH:9]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[N+:2]=[N-:3].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[NH2:9][C@H:5]1[C@@H:4]([N:1]=[N+:2]=[N-:3])[NH:7][C:6]1=[O:8]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 53771027HCID 53771027, compound

Product 1

HCID 18599866HCID 18599866, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 0.45 g of (3S,4R)-4-azido-3-tritylamino-2-oxoazetidine in 4 ml of acetone is added under ice-cooling 0.255 g of p-toluenesulfonic acid monohydrate, and the mixture is stirred for one hour at room temperature. The solvent is distilled off, and the resulting crystals are washed with ether. The crystals are collected by filtration to give 0.33 g of tosyl salt of (3S,4R)-3-amino-4-azido-2-oxoazetidine.

Workup

  1. distillationThe solvent is distilled off
  2. washthe resulting crystals are washed with ether
  3. filtrationThe crystals are collected by filtration

Sources & evidence

ORD record
ord-10ab2d99598140b68df4beb22c2fdbbe
Source dataset
uspto-grants-1988_11
Patent number
US04782147

Reaction notes

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