Open AccessSynthesis of nuclelc acid methylphosphonothloates
Author(s) -
H. C. P. F. Roelen,
Erik de Vroom,
G.A. van der Marel,
Jacques H. van Boom
Publication year - 1988
Publication title -
nucleic acids research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 9.008
H-Index - 537
eISSN - 1362-4954
pISSN - 0305-1048
DOI - 10.1093/nar/16.15.7633
Subject(s) - biology , diastereomer , reagent , uridine , dimer , stereochemistry , combinatorial chemistry , biochemistry , rna , organic chemistry , chemistry , gene
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.