69075-24-7Relevant academic research and scientific papers
Action of Toluene-p-thiol and Triethylamine on Fully Protected Thymidylyl-(3' -> 5')-thymidine. Possible Occurrence of Thiolate Ionpromoted Internucleotide Cleavage in the Synthesis of Oligonucleotides by the Phosphotriester Approach
Reese, Colin B.,Titmas, Richard C.,Valente, Lydia
, p. 2451 - 2455 (1981)
When 5'-O-methoxytetrahydropyranylthymidylyl-(3' -> 5')-3'-O-methoxytetrahydropyranylthymidine o-chlorophenyl ester (12) is treated with an excess of toluene-p-thiol and triethylamine in acetonitrile solution at room temperature, it is cleaved to give 5'-O-methoxytetrahydropyranylthymidine 3'-(o-chlorophenyl) phosphate (10) and 5'-deoxy-5'-(p-tolylthio)-3'-O-methoxytetrahydropyranylthymidine (13).The bearing of this result on the synthesis of oligonucleotides by the phosphotriester approach is discussed.
