65978-10-1Relevant articles and documents
Straightforward synthesis of 3'-deoxy-3',4'-didehydronucleoside-5'- aldehydes via 2',3'-O-orthoester group elimination: A simple route to 3',4'-didehydronucleosides
Petrová, Magdalena,Budě?ínsky, Milo?,Rosenberg, Ivan
, p. 6874 - 6876 (2010)
Straightforward, high-yielding syntheses of 3'-deoxy-3',4'- didehydronucleoside-5'-aldehydes and 3'-deoxy-3',4'-didehydronucleosides starting from 2',3'-O-orthoester derivatives of ribonucleosides are described.
Synthesis of the 3'-terminal decaribonucleoside nonaphosphate of yeast alanine transfer ribonucleic acid
Jones,Rayner,Reese,Ubasawa,Ubasawa
, p. 3075 - 3085 (2007/10/02)
The preparation, by the phosphotriester approach, of UpCpGpUpCpCpApCpCpA (23) from three protected trinucleotide blocks (19a-c) is described. The use of the o-dibromomethylbenzoyl (DBMB) protecting group in oligoribonucleotide synthesis is described for the first time. Internucleotide linkages are protected by o-chlorophenyl groups which are finally removed by treatment sith the N1, N1, N3, N3-tetramethylguanidinium salt of syn-4-nitrobenzaldoxime. The first phosphorylation step (leading to phosphodiester intermediates) is carried out by treatment with o-chlorophenyl phosphorodi-(1,2,4-triazolide) (13a; Ar = 2-C1C6H4) and then with water and triethylamine. 1-Mesitylenesulphonyl-3-nitro-1,2,4-triazole (MSNT, 14) is used as the activating agent in the second phosphorylation step.