C - Chemistry – Metallurgy – 07 – F
Patent
C - Chemistry, Metallurgy
07
F
C07F 9/6518 (2006.01) C07F 9/6503 (2006.01) C07F 9/6506 (2006.01) C07F 9/6533 (2006.01) C07F 9/6558 (2006.01) C07H 19/10 (2006.01) C07H 19/20 (2006.01) C07H 21/00 (2006.01)
Patent
CA 2227491
The invention provides novel bifunctional phosphitylating reagents and their application in in situ preparation of 5'-protected nucleoside phosphoramidites and synthesis of oligonucleotides. Bifunctional phosphitylating reagents according to the invention react quickly with nucleosides under neutral or weakly basic conditions, without an additional activation step. In addition, the bifunctional phosphitylating reagents according to the invention generate chemoselectively the corresponding nucleoside phosphoramidites in situ, without need to purify the nucleoside phosphoramidites before using them in oligonucleotide synthesis. Finally, the bifunctional phosphitylating reagents according to the invention are relatively stable and easy to handle.
L'invention concerne de nouveaux réactifs bifonctionnels de phosphitylation et leur application dans la préparation in situ de phosphoramidites de nucléosides protégés en position 5', ainsi que la synthèse d'oligonucléotides. Ces réactifs bifonctionnels de phosphitylation réagissent rapidement avec des nucléosides dans des conditions neutres ou faiblement basiques, sans étape supplémentaire d'activation. De plus, ces réactifs génèrent in situ, de façon chimiquement sélective, les phosphoramidites de nucléosides correspondants, sans qu'il soit nécessaire de purifier les phosphoramidites de nucléosides avant de les utiliser dans la synthèse d'oligonucléotides. Enfin, ces réactifs sont relativement stables et faciles à manipuler.
Tang Jin-Yan
Zhang Zhaoda
Avecia Biotechnology Inc.
Hybridon Inc.
Smart & Biggar
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