166758-13-0Relevant articles and documents
A novel palladium-catalysed coupling strategy for the rapid synthesis of nucleic acid analogues bearing modified backbones
Abbas, Sahar,Hayes, Christopher J.
, p. 1124 - 1126 (1999)
The synthesis of a 5'-deoxy-5'-methylidene phosphonate-containing thymidine dimer 14 has been achieved using a palladium-catalysed cross coupling reaction as a key step. The E-vinyl bromide 9 was synthesised from the corresponding 1,1-dibro-moolefin 7 via
Commercially available 5'-DMT phosphoramidites as reagents for the synthesis of vinylphosphonate-linked oligonucleic acids.
Abbas,Bertram,Hayes
, p. 3365 - 3367 (2007/10/03)
[reaction: see text]. Commercially available cyanoethyl phosphoramidites derived from T, d(C), d(A), and d(G) were hydrolyzed (1H-tetrazole, MeCN/H2O) to give the corresponding H-phosphonates in excellent yields. Palladium(0)-catalyzed cross-coupling of e
Synthesis of 5'-O-amino-2'-deoxypyrimidine and purine nucleosides: Building-blocks for antisense oligonucleosides
Perbost,Hoshiko,Morvan,Swayze,Griffey,Sanghvi
, p. 5150 - 5156 (2007/10/02)
An efficient synthesis of 5'-O-amino-2'-deoxy analogs of uridine 1, thymidine 2, cytidine 3, 5-methylcyitidine 3a, adenosine 4, and guanosine 5 was accomplished. The key step of 5'-O-N-bond formation in 2'-deoxynucleosides 1-5 was achieved via a Mitsunobu reaction in excellent yields. The 5'-O-amino nucleosides 1-5 are useful building-blocks for the synthesis of nucleoside dimers linked by a methylene(methylimino) (MMI) bridge. MMI is a novel phosphate surrogate for antisense oligonucleosides.