EP 2252572 A1 20101124 - METHOD FOR PREPARING COMBRETASTATIN
Title (en)
METHOD FOR PREPARING COMBRETASTATIN
Title (de)
VERFAHREN ZUR HERSTELLUNG VON COMBRETASTATIN
Title (fr)
PROCEDE DE PREPARATION DE COMBRETASTATINE
Publication
Application
Priority
- FR 2009000215 W 20090227
- FR 0801092 A 20080228
Abstract (en)
[origin: WO2009118474A1] The invention relates to a method for preparing a combretastatin (A): formula (I) in the form of a base or of an addition salt with an acid, which comprises coupling, in the presence of a base and of T3P, the salt of the (Z)-amino compound of formula (II) with a doubly protected L-serine derivative of formula (III) in which PG denotes a group protecting the amine function, so as to obtain the compound of formula (Z)-(Ib): formula (IV), then deprotecting and opening the ring of (Z)-(Ib) in the presence of an acid, so as to obtain the combretastatin (A) in the form of a salt; and, optionally, adding a base, so as to obtain the combretastatin (A) in the form of a base, the salt of the (Z)-amino compound having been obtained by enrichment of the salt of the amino compound of formula (V) in (Z) isomer.
IPC 8 full level
C07C 213/10 (2006.01); C07C 217/84 (2006.01); C07C 231/16 (2006.01); C07C 237/08 (2006.01)
CPC (source: EP US)
C07C 217/84 (2013.01 - EP US); C07C 231/18 (2013.01 - EP US); C07C 237/04 (2013.01 - EP US); C07B 2200/07 (2013.01 - EP US); Y02P 20/55 (2015.11 - EP US)
Citation (search report)
See references of WO 2009118474A1
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK TR
Designated extension state (EPC)
AL BA RS
DOCDB simple family (publication)
FR 2928148 A1 20090904; FR 2928148 B1 20130118; AR 072772 A1 20100922; AU 2009229027 A1 20091001; BR PI0907999 A2 20190115; CA 2716541 A1 20091001; CL 2009000463 A1 20101203; CL 2012001742 A1 20121116; CL 2012001744 A1 20121012; CN 102015620 A 20110413; CO 6241150 A2 20110120; CR 11635 A 20110204; DO P2010000250 A 20100930; EA 201071001 A1 20110228; EA 201300249 A1 20130830; EC SP10010421 A 20100930; EP 2252572 A1 20101124; EP 2562154 A1 20130227; HN 2010001700 A 20130617; IL 207754 A0 20101230; IL 225776 A0 20130627; JP 2011513286 A 20110428; KR 20100116644 A 20101101; MA 32193 B1 20110401; MX 2010009514 A 20101215; NI 201000144 A 20110309; NZ 587505 A 20120629; PE 20091559 A1 20091030; SG 183658 A1 20120927; TW 200948753 A 20091201; US 2011124899 A1 20110526; UY 31681 A1 20090930; WO 2009118474 A1 20091001; WO 2009118474 A8 20100910; ZA 201006137 B 20111130
DOCDB simple family (application)
FR 0801092 A 20080228; AR P090100655 A 20090226; AU 2009229027 A 20090227; BR PI0907999 A 20090227; CA 2716541 A 20090227; CL 2009000463 A 20090227; CL 2012001742 A 20120625; CL 2012001744 A 20120625; CN 200980115096 A 20090227; CO 10105393 A 20100826; CR 11635 A 20100816; DO 2010000250 A 20100812; EA 201071001 A 20090227; EA 201300249 A 20090227; EC SP10010421 A 20100824; EP 09725421 A 20090227; EP 12172410 A 20090227; FR 2009000215 W 20090227; HN 2010001700 A 20100826; IL 20775410 A 20100823; IL 22577613 A 20130415; JP 2010548144 A 20090227; KR 20107019132 A 20090227; MA 33176 A 20100913; MX 2010009514 A 20090227; NI 201000144 A 20100827; NZ 58750509 A 20090227; PE 2009000296 A 20090226; SG 2012055521 A 20090227; TW 98106229 A 20090226; US 86999710 A 20100827; UY 31681 A 20090227; ZA 201006137 A 20100827