80614-94-4

Upstream product

• 83866-30-2 3'-O-formyl-2'-deoxythymidine 
• 72351-28-1 2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide) 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 

Downstream Products

• 80614-95-5 5'-O-(4,4'-dimethoxytrityl)thymidylyl-(3'-5')-(o-chlorophenyl)-thymidine 
• 80633-00-7 C₂₇H₃₀ClN₄O₁₃P 

Relevant academic research and scientific papers

SYNTHESIS OF OLIGODEOXYRIBONUCLEOTIDES FROM 3'-O-FORMYL-(N-ACYL)-2'-DEOXYRIBONUCLEOSIDES USING o-CHLOROPHENYLPHOSPHODITRIAZOLIDE AND/OR METHYL PHOSPHODICHLORIDITE. REMOVAL OF METHYL GROUP FROM PHOSPHOTRIESTER BY THE ACTION OF AQUEOUS PYRIDINE

d-GGAATTCC (XI) was prepared by phosphomonotriazolide method in solution.Synthesis of oligodeoxyribonucleotides by phosphite method in solution using methyl phosphodichloridite was studied.Preparation of P-methyl esters of protected d-CA (XVII), d-CAT (XIX), d-TT (XXI) and d-ATT (XXIII) is described.The removal of methyl group from methyl containing phosphotriester by the action of aqueous pyridine is described.

3'-O-FORMYL-(N-ACYL)-2'-DEOXYRIBONUCLEOSIDES AS BUILDING UNITS IN THE SYNTHESIS OF OLIGODEOXYRIBONUCLEOTIDES

5'-O-Dimethoxytrityl-(N-acyl)-2'-deoxyribonucleosides afford 3'-O-formyl-(N-acyl)-2'-deoxyribonucleosides Ia-Id by the action of formic acetic anhydride followed by the action of 80percent aqueous acetic acid.The formyl group is removed from Ia-Id by treatment with 1 mol l-1 triethylamine. 3'-O-Formyl-2'-deoxythymidine (Ia) gives 3'-O-dimethoxytrityl-2'-deoxythymidine (V) by subsequent treatment with acetic anhydride, triethylamine, dimethoxytrityl chloride and methanolic ammonia.The use of compounds I for the synthesis of d-GGAGG (XIX) and d-T16 (XXXII) is described.Systems for thin-layer chromatography of 5'-O-dimethyltrityl-oligodeoxyribonucleotides on silica gel are described.