77451-40-2

Upstream product

• 72351-28-1 2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide) 
• 77451-34-4 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine 
• 121-44-8 triethylamine 
• 73407-51-9 o-di-bromomethyl-benzoyl chloride 
• 4546-55-8 N-benzoyladenosine 
• 15074-54-1 2-chlorophenyl dichlorophosphate 
• 77451-33-3 5'-O-(o-dibromomethylbenzoyl)-3'-O-formyl-6-N-benzoyladenosine 
• 17327-22-9 4-methoxy-2,6-dihydropyran 
• 65978-10-1 2',3'-di-O-methoxymethylidene-6-N-benzoyladenosine 

Relevant academic research and scientific papers

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.