142827-01-8

Upstream product

• 119005-68-4 5′-O-(mono-p-methoxytriphenylmethyl)-3′-deoxy-3′-thiothymidine 
• 7669-54-7 2-nitrobenzenesulfenyl chloride 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 119038-34-5 5'-O-monomethoxytrityl-3'-S-benzoyl-3'-thiothymidine 

Downstream Products

• 142827-03-0 O,O-dimethyl 5'-O-monomethoxytrityl-3'-thiothymidin-3'-yl phosphorothiolate 

Relevant academic research and scientific papers

Synthesis and structure of S-nucleosidyl S-aryl disulfides and their reaction with phosphites

A general procedure for the preparation of S-nucleosidyl S-aryl disulfides from the corresponding thioesters is described. This procedure has been used for the preparation of a ribonucleoside disulphide (8d), a key intermediate for the synthesis of oligoribonucleotides containing 3'-S-phosphorothiolate linkages. The regioselectivity of the Arbusov reaction of 8d with phosphites has been examined. The X-ray structure of 3'-deoxy-3'-S-(2-nitrophenyldisulfanyl)thymidine (9b) is also reported.

Application of the Michaelis-Arbusov Reaction to the Synthesis of Internucleoside 3'-S-Phosphorothiolate Linkages

The 5'-O-monomethoxytrityl-3'-S-(aryldisulfanyl)-3'-deoxythymidines 7 and 8 have been prepared by the reaction of 5'-O-monomethoxytrityl-3'-thiothymidine with the appropriate arenesulfenyl chloride.These disulfides undergo a Michaelis-Arbusov reaction wit

New methods for the synthesis of 3'-S-phosphorothiolate internucleoside linkages

Efficient procedures are described for the synthesis of dinucleoside phosphorothiolates using either a Michaelis-Arbusov-type reaction or a phosphotriester approach.