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1. (WO1998049179) A PROCESS FOR THE SYNTHESIS OF MODIFIED P-CHIRAL NUCLEOTIDE ANALOGUES
Latest bibliographic data on file with the International Bureau   

Pub. No.: WO/1998/049179 International Application No.: PCT/PL1998/000014
Publication Date: 05.11.1998 International Filing Date: 23.04.1998
Chapter 2 Demand Filed: 24.11.1998
IPC:
C07H 21/00 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
H
SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
21
Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
Applicants:
STEC, Wojciech, J. [PL/PL]; PL (UsOnly)
WOZNIAK, Lucyna, A. [PL/PL]; PL (UsOnly)
CHWOROS, Arkadiusz [PL/PL]; PL (UsOnly)
PYZOWSKI, Jaros$m(D)aw [PL/PL]; PL (UsOnly)
POLSKA AKADEMIA NAUK, CENTRUM BADAN MOLEKULARNYCH I MAKROMOLEKULARNYCH [PL/PL]; ul. Sienkiewicza 112 PL-90-363 $m(C)ódz, PL (AT, AU, BE, CA, CH, CY, DE, DK, ES, FI, FR, GB, GR, IE, IT, JP, LU, MC, NL, NZ, PT, SE)
Inventors:
STEC, Wojciech, J.; PL
WOZNIAK, Lucyna, A.; PL
CHWOROS, Arkadiusz; PL
PYZOWSKI, Jaros$m(D)aw; PL
Agent:
BRODOWSKA, Iwona; Lex-Pat Biuro Prawno-Patentowe s.c. ul. Newelska 6 PL-01-447 Warszawa, PL
Priority Data:
P.31967725.04.1997PL
Title (EN) A PROCESS FOR THE SYNTHESIS OF MODIFIED P-CHIRAL NUCLEOTIDE ANALOGUES
(FR) PROCEDE DE SYNTHESE D'ANALOGUES DE NUCLEOTIDES CHIRAUX P MODIFIES
Abstract:
(EN) The process for the synthesis of modified P-chiral nucleotide analogues of general formula (1) in the form of pure diastereomer possessing preselected configuration at the P-atom, where: R1 stands for a protecting group, preferably 4,4'-dimethoxytrityl (DMT), 9-phenylxanthene-9-ol (Px) or trialkylsilyl group; R2 is a hydrogen atom, protected hydroxyl group, halogen, chloroalkyl, nitrile, azide, protected amine group, perfluoroalkyl (containing up to four carbon atoms), perfluoroalkoxyl (containing up to four carbon atoms and up to nine fluorine or chlorine atoms), alkoxyalkyl, vinyl, ethynyl, OQ1, SQ1, NHQ1, where Q1 stands for alkyl (C1-C4), aryl (C6-C12), alkenyl (C3-C12) or alkynyl (C3-C12); B stands for a purine or pyrimidine base (appropriately protected at nitrogen atoms if necessary); Z is selected from Q1 or vinyl, ethynyl, aminomethyl or aminoethyl substituents; X means an oxygen, sulfur or selenium atom; Rx is a protecting group, preferably aroyl, acyl, alkoxycarbonyl, benzenesulfonic, alkyl, trialkylsilyl group or the next unit of elongated oligonucleotide chain. Antisense oligonucleotides containing P-chiral compounds of general formula (1) have enhanced hybridization and transporting properties.
(FR) Procédé permettant de synthétiser des analogues de nucléotides chiraux P modifiés, qui se présentent sous la forme de diastéréoisomères purs ayant une configuration présélectionnée au niveau de l'atome P. Les oligonucléotides antisens contenant lesdits composés chiraux P améliorent les propriétés de transport et d'hybridation.
Designated States: AU, CA, JP, NZ, US
European Patent Office (EPO) (AT, BE, CH, CY, DE, DK, ES, FI, FR, GB, GR, IE, IT, LU, MC, NL, PT, SE)
Publication Language: English (EN)
Filing Language: English (EN)