1261480-82-3Relevant academic research and scientific papers
Stereoselective formation of a P-P bond in the reaction of 2-alkoxy-2-thio-1,3,2-oxathiaphospholanes with O,O-dialkyl H-phosphonates and H-thiophosphonates
Blaziak, Damian,Guga, Piotr,Jagiello, Agata,Korczynski, Dariusz,MacIaszek, Anna,Nowicka, Anna,Pietkiewicz, Aleksandra,Stec, Wojciech J.
, p. 5505 - 5510 (2010)
A new method for the formation of organohypophosphates containing a P-P bond under mild conditions, based on the DBU-assisted reaction of 2-alkoxy-2-thio-1,3,2-oxathiaphospholanes with O,O-dialkyl H-phosphonates or H-thiophosphonates, has been elaborated. The resulting triesters of P 1-thio- and P1,P2-dithiohypophosphoric acids, respectively, having O-methyl or O-ethyl groups, can be selectively dealkylated to form the corresponding di- or monoesters. Appropriately protected 2′-deoxyguanosine-3′-O-(2-thio-1,3,2-oxathiaphospholane) was converted into the corresponding P1-thio- and P1,P 2-dithiohypophosphate esters in a highly stereoselective manner (98%+ and 90%+, respectively).
