PPTS

Pyridinium p-Toluenesulfonate

Other Names:

p-Toluenesulfonic acid pyridine salt

Pyridine p-toluenesulfonate

General Information:

Structure:

CAS Number: 24057-28-1

Molecular Weight: 251.30 g/mol

Appearance: Colorless solid

Common Uses:

Acidic catalyst for THP protection

Procedure excerpt:

To a solution of the SM (4.0 g, 34.45 mmol) in DCM (20 mL) was added 3,4-dihydro-2H-pyran (3.95 mL, 41.34 mmol) followed by pyridinium p-TsOH (0.86 g, 3.44 mmol) at RT . . .

[full procedure]

Acidic catalyst for THP deprotection (via hydrolysis or alcoholysis)

Procedure excerpt:

To a stirred solution of the SM (19.0 g, 57.6 mmol) in MeOH (150 mL) was added pyridinium p-TsOH (1.46 g, 5.80 mmol). The reaction mixture was stirred . . .

[full procedure]

References:

1) Patent Reference: WO2015129926, page 88, (21.5 MB)

2) Patent Reference: WO2010045258, page 121, (12.0 MB)

3) Wikipedia: Pyridinium p-toluenesulfonate (link)

4) www.sigmaaldrich.com: Pyridinium p-toluenesulfonate (link)