Synthesis of nucleic acid methylphosphonothioates.
The reagent obtained in situ by treating methylphosphonothioic dichloride with 1-hydroxy-6-trifluoromethylbenzotriazole could be used for the introduction of methylphosphonothioate linkages. The individual diastereomers of the protected dimer d-Tp(S,Me)A were applied in the synthesis of the chiral pure (R or S) hexamers d-[CpCpTp(S,Me)ApGpG]. The reagent showed also to be very effective for the preparation of the 3',5'-cyclic methylphosphonothioate of uridine.
Roelen
H C
HC
Gorlaeus Laboratory, Leiden, The Netherlands.
de Vroom
E
E
van der Marel
G A
GA
van Boom
J H
JH
D055598:Chemical Phenomena; D002621:Chemistry; D009682:Magnetic Resonance Spectroscopy; D009696:Nucleic Acids; D009712:Nucleotides, Cyclic; D009946:Organothiophosphorus Compounds; D014500:Uracil Nucleotides
D009696:Nucleic Acids; D009712:Nucleotides, Cyclic; D009946:Organothiophosphorus Compounds; D014500:Uracil Nucleotides