p-Toluenesulfonic acid monohydrate → HCID 54073627, compound

HRID 653255Notes

Reaction equation

HRID 653255 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 57262460HCID 57262460, compound

Product 1

HCID 54073627HCID 54073627, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2.65 g of (3R,4S)-4-phenylthio-3-tritylamino-2-oxoazetidine in 20 ml of acetone is added under ice-cooling 1.27 g of p-toluenesulfonic acid monohydrate, followed by similar procedure to Reference Example 45B to give 1.9 g of tosyl salt of (3R,4S)-3-amino-4-phenylthio-2-oxoazetidine.

Sources & evidence

ORD record
ord-20d18f1a32cc4c0dbe3e4820681f6e1d
Source dataset
uspto-grants-1987_06
Patent number
US04675397

Reaction notes

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