EP 1385846 A2 20040204 - SYNTHESIS OF PANCRATISTATIN PRODRUGS
Title (en)
SYNTHESIS OF PANCRATISTATIN PRODRUGS
Title (de)
SYNTHESE VON PANCRATISTATIN-PRODRUGS
Title (fr)
PROCEDE DE SYNTHESE DE PROMEDICAMENTS A BASE DE PANCRATISTATINE
Publication
Application
Priority
- US 0211964 W 20020417
- US 28471701 P 20010418
Abstract (en)
[origin: WO02085848A2] A new and efficient synthesis of the (+)-pancratistatin phosphate prodrug 2a has been accomplished. Selective protection (tetraacetate 4) of (+)-pancratistatin (1a) was followed by phosphorylation (to 5) with dibenzyl chlorophosphite (prepared in situ from dibenzyl phosphite). Cleavage of the acetate (with sodium methoxide) and benzyl (by hydrogenolysis) protecting groups followed by concomitant reaction with two equivalents of sodium methoxide afforded good yield of disodium (+)-pancratistatin phosphate (2a). Further increases in yields of the prodrug (2a) were realized by avoiding heat in the final purification steps. Fourteen (2b-o) additional metal and ammonium derived phosphate prodrugs were also synthesized.
IPC 1-7
IPC 8 full level
A61P 31/14 (2006.01); A61P 35/00 (2006.01); C07D 453/04 (2006.01); C07D 491/04 (2006.01); C07F 9/6561 (2006.01)
CPC (source: EP)
A61P 31/14 (2017.12); A61P 35/00 (2017.12); C07F 9/6561 (2013.01); Y02P 20/55 (2015.11)
Designated contracting state (EPC)
AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR
DOCDB simple family (publication)
WO 02085848 A2 20021031; WO 02085848 A3 20030424; WO 02085848 A8 20030530; CA 2444471 A1 20021031; EP 1385846 A2 20040204; EP 1385846 A4 20051130
DOCDB simple family (application)
US 0211964 W 20020417; CA 2444471 A 20020417; EP 02733993 A 20020417