p-Toluenesulfonic acid monohydrate → HCID 18599866, compound

HRID 978837Notes

Reaction equation

HRID 978837 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-bef6a69712d74874a6c68d9d8c4354f8
Source dataset
uspto-grants-1987_05
Patent number
US04665067

Reaction notes

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