EP 1027324 A1 20000816 - OPTICALLY ACTIVE INTERMEDIATES FOR THE PREPARATION OF OPTICALLY ACTIVE SUBSTITUTED OXIMES, HYDRAZONES AND OLEFINS USEFUL AS NEUROKININ ANTAGONISTS
Title (en)
OPTICALLY ACTIVE INTERMEDIATES FOR THE PREPARATION OF OPTICALLY ACTIVE SUBSTITUTED OXIMES, HYDRAZONES AND OLEFINS USEFUL AS NEUROKININ ANTAGONISTS
Title (de)
OPTISCH AKTIVE ZWISCHENPRODUKTE ZUR HERSTELLUNG VON SUBSTITUIERTEN OPTISCH-AKTIVEN OXIMEN, HYDRAZONEN UND OLEFINEN ALS NEUROKININ-ANTAGONISTEN
Title (fr)
INTERMEDIAIRES OPTIQUEMENT ACTIFS DESTINES A LA PREPARATION D'OXIMES SUBSTITUES OPTIQUEMENT ACTIFS, D'HYDRAZONES ET D'OLEFINES UTILES COMME ANTAGONISTES DE LA NEUROKININE
Publication
Application
Priority
- US 9822248 W 19981023
- US 95811897 A 19971027
Abstract (en)
[origin: WO9921823A1] Intermediates having formulas (A) and (B) wherein B<I> is -CH2OH or -CH2OR<P>, and R<P> is an alcohol protecting group; a is 1, 2, or 3; T<I> is -OH or (C); Q<I> is phenyl, naphthyl or heteroaryl having 1-3 substituents; R<a> and R<c> are the same, and are H, or are selected from alkyl, cycloalkyl and aryl groups, the groups being optionally substituted with one or more substituents selected from alkyl, cycloalkyl, aryl, or -OH; or R<a> and R<c> together with the C-N-C chain to which they are bound, form a 5-7 membered ring; R<b> and R<d> are the same, and are H, or are selected from alkyl, cycloalkyl and aryl groups, the groups being optionally substituted with one or more substituents selected from alkyl, cycloalkyl, aryl, or -OH; and D is a directing group capable of directing lithiation alpha to a nitrogen atom of a nitrogen compound having D as a substituent bound to the nitrogen atom when the nitrogen compound is reacted with s-butyl lithium, are disclosed. The intermediates have an enantiomeric excess of the R enantiomer over the corresponding S enantiomer of greater than 85 %, preferably, greater than 95 %, and are useful for preparing optically active substituted oximes, hydrazones and olefins that are useful as neurokinin antagonists.
IPC 1-7
C07C 221/00; C07C 59/48; C07C 59/64; C07C 225/06; C07C 249/08; C07C 249/12; C07D 307/32
IPC 8 full level
C07D 307/32 (2006.01); C07C 59/56 (2006.01); C07C 59/64 (2006.01); C07C 221/00 (2006.01); C07C 225/06 (2006.01); C07C 249/08 (2006.01); C07C 249/12 (2006.01); C07C 251/36 (2006.01); C07C 259/06 (2006.01); C07C 269/06 (2006.01); C07C 271/18 (2006.01); C07C 271/20 (2006.01); C07D 207/27 (2006.01); C07D 211/52 (2006.01); C07D 211/64 (2006.01); C07D 211/86 (2006.01); C07D 307/33 (2006.01); C07F 7/18 (2006.01)
CPC (source: EP)
C07C 221/00 (2013.01); C07C 259/06 (2013.01); C07C 269/06 (2013.01); C07C 271/20 (2013.01); C07D 307/33 (2013.01); C07B 2200/07 (2013.01); Y02P 20/55 (2015.11)
Citation (search report)
See references of WO 9921823A1
Designated contracting state (EPC)
AT BE CH DE DK ES FI FR GB GR IE IT LI LU NL PT SE
DOCDB simple family (publication)
WO 9921823 A1 19990506; AU 9810598 A 19990517; CA 2308073 A1 19990506; CN 1282318 A 20010131; EP 1027324 A1 20000816; JP 2001521019 A 20011106
DOCDB simple family (application)
US 9822248 W 19981023; AU 9810598 A 19981023; CA 2308073 A 19981023; CN 98812390 A 19981023; EP 98952392 A 19981023; JP 2000517935 A 19981023