p-Toluenesulfonic acid monohydrate → HCID 18599866, compound

HRID 621084Notes

Reaction equation

HRID 621084 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-edcf0456cb164cc5be1d020a57595652
Source dataset
uspto-grants-1989_04
Patent number
US04822788

Reaction notes

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