April 23, 2012

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The following patent record is from the CAplusSM database.

CAPLUS COPYRIGHT 2012 ACS

Patent Number: US 8143432
Title: Process for regioselective diol mono-tosylation using dialkyltin acetal catalysts
Inventor(s): Guillaume, Michel Joseph Maurice Andre; Lang, Yolande Lydia
Patent Assignee(s): Janssen Pharmaceutica NV, Belg.
Source: PCT Int. Appl., 12 pp. CODEN: PIXXD2
Language: English

Abstract:

Use of BuSnO for regioselective catalytic diol mono-tosylation at a concentration lower than 2 mol% is claimed.  Use of Y2SnO and acetals (I; Y = alkyl, Ph, PhCH2) in a catalytic process for regioselective diol mono-tosylation is also claimed. Thus, acetic acid 8-fluoro-11-(2,3-dihydroxypropyl)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl ester was tosylated with TsCl, diisopropylethylamine, and 2,2-dibutyl-1,3,2-dioxastannolane (preparation given) at 0.05% to give 97% conversion to primary tosylate and >99:1 selectivity for monotosylation.

Please note:  Abstracts and titles for patent records in CAplus are routinely enhanced to better describe the claimed invention. In this example, CAS enhanced the abstract using additional information found in the patent. The title of the U.S. granted patent is Process for regioselective mono-tosylation of diols. CAS originally indexed the PCT publication WO 2008058902 with the title Process for regioselective diol mono-tosylation using catalytic amounts of a generic dialkytinacetal.

 

View the full-text U.S. patent from USPTO.

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