65978-10-1

Upstream product

• 4546-55-8 N-benzoyladenosine 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 108826-18-2 C₉₆H₉₃N₁₅O₂₂P₂S₂ 
• 207599-92-6 N-{9-[(3aR,4R,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide 
• 1262202-23-2 6-N-benzoyl-3'-deoxy-3',4'-didehydroadenosine-5'-aldehyde 
• 1262202-27-6 6-N-benzoyl-3'-deoxy-3',4'-didehydroadenosine 
• 1312544-67-4 dimethyl 6-N-benzoyl-3'-deoxy-3',4'-didehydroadenosine-5'-C-phosphonate 
• 77451-40-2 N⁶-benzoyl-2'-O-(4-methoxytetrahydropyran-4-yl)-5'-O-adenosine 3'-<(o-chlorophenyl)triethylammonium phosphate> 
• 77451-34-4 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine 
• 207599-99-3 {9-[(3aR,4R,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-carbamic acid phenyl ester 
• 1315091-78-1 5'-O-tert-butyldiphenylsilyl-3'-deoxy-3',4'-didehydroadenosine 

Relevant academic research and scientific papers

Straightforward synthesis of 3'-deoxy-3',4'-didehydronucleoside-5'- aldehydes via 2',3'-O-orthoester group elimination: A simple route to 3',4'-didehydronucleosides

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

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.