title: Stereoselective Synthesis of a Dipyridyl Transient Receptor Potential Vanilloid-3 (TRPV3) Antagonist.
abstract: An efficient asymmetric synthesis of dipyridyl TRPV3 antagonist 1 is reported. The four-step route involves two C-C bond-forming steps, a highly diastereoselective alkene hydration, and asymmetric ketone hydrosilylation in 97% ee.
authors.affiliation: Centralized Lead Optimization - Discovery Chemistry & Technology, AbbVie, Inc. , 1 N Waukegan Rd, North Chicago, Illinois 60064, United States.
authors.forename: Eric A
authors.initials: EA
authors.lastname: Voight
authors.affiliation: Centralized Lead Optimization - Discovery Chemistry & Technology, AbbVie, Inc. , 1 N Waukegan Rd, North Chicago, Illinois 60064, United States.
authors.forename: Jerome F
authors.initials: JF
authors.lastname: Daanen
authors.affiliation: Centralized Lead Optimization - Discovery Chemistry & Technology, AbbVie, Inc. , 1 N Waukegan Rd, North Chicago, Illinois 60064, United States.
authors.forename: Robert G
authors.initials: RG
authors.lastname: Schmidt
authors.affiliation: Centralized Lead Optimization - Discovery Chemistry & Technology, AbbVie, Inc. , 1 N Waukegan Rd, North Chicago, Illinois 60064, United States.
authors.forename: Arthur
authors.initials: A
authors.lastname: Gomtsyan
authors.affiliation: Centralized Lead Optimization - Discovery Chemistry & Technology, AbbVie, Inc. , 1 N Waukegan Rd, North Chicago, Illinois 60064, United States.
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Dart
authors.affiliation: Centralized Lead Optimization - Discovery Chemistry & Technology, AbbVie, Inc. , 1 N Waukegan Rd, North Chicago, Illinois 60064, United States.
authors.forename: Philip R
authors.initials: PR
authors.lastname: Kym
mesh_terms: D066241:Carbon-13 Magnetic Resonance Spectroscopy; D006801:Humans; D066244:Proton Magnetic Resonance Spectroscopy; D011725:Pyridines / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism; D050916:TRPV Cation Channels / Q000037:antagonists & inhibitors*
chemical_list: D011725:Pyridines; D050916:TRPV Cation Channels; C459445:TRPV3 protein, human