p-Toluenesulfonic acid monohydrate → HCID 54073628, compound

HRID 653254Notes

Reaction equation

HRID 653254 reaction equation
[C:1]1([S:7][C@H:8]2[NH:11][C:10](=[O:12])[C@H:9]2[NH:13]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[NH2:13][C@H:9]1[C@@H:8]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[NH:11][C:10]1=[O:12]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 54418678HCID 54418678, compound

Product 1

HCID 54073628HCID 54073628, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 1.5 g of (3R,4R)-4-phenylthio-3-tritylamino-2-oxoazetidine in 20 ml of acetone is added 0.72 g of p-toluenesulfonic acid monohydrate under ice-cooling. Following the procedure to Reference Example 45B, there is obtained 1.25 g of tosyl salt of (3R,4R)-3-amino-4-phenylthio-2-oxoazetidine.

Workup

  1. temperaturecooling

Sources & evidence

ORD record
ord-5402d0d65605435f9072053960afb4b9
Source dataset
uspto-grants-1987_06
Patent number
US04675397

Reaction notes

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