189949-24-4

Upstream product

• 252191-34-7 (R)-1-tert-butyldimethylsilyloxy-3-(1-phenylsulfonylindol-2-yl)propan-2-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 189949-23-3 (R)-3-(indol-2-yl)propane-1,2-diol 

Downstream Products

• 288160-40-7 C₅₄H₆₉N₆O₁₁PSSi₂ 
• 214150-14-8 C₅₄H₆₉N₆O₁₁PSi₂ 

Relevant academic research and scientific papers

Oligonucleotides having alkylphosphonate linkages and methods for their preparation

The present invention provides alkylphosphonate dimers and oligonucleotides prepared therefrom. The invention further provides novel methods for the preparation of these alkylphosphonate dimers. Methods for the preparation of substantially diastereomerically pure alkylphosphonate dimers are also provided.

Indolyl-oxazaphosphorine Precursors for Stereoselective Synthesis of Phosphite Triesters and Dithymidinyl Phosphorothioates

Several novel chiral indolyl-oxazaphosphorines 7 were synthesized, and their potential as precursors to chiral phosphorothioates was evaluated. Reaction of 7 with a thymidine derivative gave phosphite triester 8 with a large degree of stereoselectivity. Sulfurization with Beaucage's reagent provided phosphorothioate triesters 9. The chiral auxiliary 9b containing a cyano group could be easily removed with aqueous ammonia to form dithymidinyl phosphorothioate in more than 97% diastereomeric excess. The chiral indolyl-oxazaphosphorines 7 are a new class of precursors for stereoselective synthesis of phosphorothioates.