http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-078124-A1

Outgoing Links

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classificationCPCAdditional http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07B2200-07
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C231-18
filingDate 2010-06-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_42981c31087180f43e2fb210e7a4688d
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publicationDate 2011-10-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-078124-A1
titleOfInvention STEREOSELECTIVE SYNTHESIS OF CERTAIN SPIRITS REPLACED WITH TRIFLUOROMETILO
abstract Claim 1: A process for the synthesis of a compound of formula (10) wherein R1 is an aryl group substituted with one to three substituent groups, wherein each substituent group of R1 is independently C1-5 alkyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl , halogen, carboxy, cyano or trifluoromethyl, where each R1 substituent group is optionally independently substituted with one to three substituents selected from C1-3 alkyl, C1-3 alkoxy, phenyl and alkoxyphenyl; and each of R2 and R3 is independently C1-5 alkyl characterized in that it comprises: (a) reacting a dioxaborolane of formula (A) with a trialkylsilyl alkyl of formula (B), in a suitable solvent, in the presence of a suitable base with or without a metal halide, such as magnesium chloride and subsequently adding acetyl chloride to provide an alkynyl borolane of formula (C), (b) reacting the alkynyl borolane of formula (C) with a suitable trifluoromethyl ketone of formula (D), in the presence of an organometallic complex generated from the reaction of dialkyl zinc and a suitable N-alkyl-L-proline, in a suitable solvent, at a suitable temperature, and subsequently adding a suitable acid, such as acid phosphoric, to the reaction mixture to form a mixture of trimethylsilyl alkynes of formula (E) and (E '), (c) reacting the trimethylsilyl alkyne of formula (E) or (E') with a suitable base such as hydroxide sodium or a base of a L-oxide, at a suitable temperature, to provide a compound of formula (10) or (10 '), respectively.
priorityDate 2009-06-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

Incoming Links

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Total number of triples: 30.