180475-92-7Relevant academic research and scientific papers
Synthesis of nucleoside boranophosphoramidate prodrugs conjugated with amino acids
Li, Ping,Shaw, Barbara Ramsay
, p. 2171 - 2183 (2005)
(Chemical Equation Presented) Nucleoside boranophosphates and nucleoside amino acid phosphoramidates have been shown to be potent antiviral and anticancer agents with the potential to act as nucleoside prodrugs. A combination of these two types of compoun
Model synthesis of nucleoside boranophosphoramidate with amino acid for prodrug purpose
Li, Ping,Shaw, Barbara Ramsay
, p. 675 - 678 (2008/02/03)
A model synthesis of a nucleoside boranophosphoramidate prodrug with (L)-tryptophan methyl ester was accomplished in a one-pot reaction via an H-phosphonate approach. This new type of compound is expected to possess the potent antiviral and anticancer adv
Aryl H-phosphonates. Part 13. A new, general entry to aryl nucleoside phosphate and aryl nucleoside phosphorothioate diesters
Cieslak,Jankowska,Sobkowski,Wenska,Stawinskia,Kraszewski
, p. 31 - 37 (2007/10/03)
The reaction of nucleoside H-phosphonate monoesters with phenols in the presence of a condensing agent, followed by oxidation of the in-situ-generated aryl nucleoside H-phosphonate diesters with iodine-water or with elemental sulfur, provides a new, 'one-
Aryl H-Phosphonates. 12. Synthetic and 31P NMR Studies on the Preparation of Nucleoside H-Phosphonothioate and Nucleoside H-Phosphonodithioate Monoesters
Cieslak, Jacek,Jankowska, Jadwiga,Stawinski, Jacek,Kraszewski, Adam
, p. 7049 - 7054 (2007/10/03)
Transformation of nucleoside H-phosphonate monoesters into the corresponding H-phosphonothioate and H-phosphonodithioate derivatives and possible side-reactions that may accompany this process were studied using 31P NMR spectroscopy. These provided new insight into a possible mechanism involved in this transformation and constituted the basis for development of efficient methods for the preparation of nucleoside H-phosphonothioate and nucleoside H-phosphonodithioate monoesters using readily available H-phosphonate monoesters as starting materials.
Aryl H-phosphonates. 10. Synthesis of nucleoside phosphoramidate and nucleoside phosphoramidothioate analogues via H-phosphonamidate intermediates
Kers, Inger,Stawinski, Jacek,Kraszewski, Adam
, p. 11579 - 11588 (2007/10/03)
Synthesis of a new type of dinucleoside monophosphate analogue with the 3'-5' H-phosphonamidate internucleoside linkage, namely thymidin-3'-yl N(thymidin-5'-yl)-H-phosphonamidate 4, was achieved via the reaction of a suitably protected nucleoside aryl H-p
Aryl H-phosphonates. Part 11. Synthetic and 31P NMR studies on the formation of aryl nucleoside H-phosphonates
Cieslak, Jacek,Szymczak, Marzena,Wenska, Malgorzata,Stawinski, Jacek,Kraszewski, Adam
, p. 3327 - 3331 (2007/10/03)
The formation of aryl H-phosphonate diesters from the corresponding nucleoside 3′-H-phosphonates and various phenols was investigated in detail using 31P NMR spectroscopy. The major reaction pathways of aryl nucleoside H-phosphonates under diff
Aryl H-phosphonates. 6. Synthetic studies on the preparation of nucleoside N-alkyl-H-phosphonamidates
Sobkowska, Anna,Sobkowski, Michall,Cieslak, Jacek,Kraszewski, Adam,Kers, Inger,Stawinski, Jacek
, p. 4791 - 4794 (2007/10/03)
Various approaches to the synthesis of nucleoside H-phosphonamidates have been investigated. Direct couplings of nucleoside H-phosphonates with amines have been hampered by extensive reactions of the condensing agents with amines. Preactivation of nucleos
Aryl H-phosphonates. Part IV. A new method for internucleotide bond formation based on transesterification of aryl nucleoside H-phosphonate diesters
Cieslak, Jacek,Sobkowski, Michal,Kraszewski, Adam,Stawinski, Jacek
, p. 4561 - 4564 (2007/10/03)
Under mild reaction conditions nucleoside aryl H-phosphonate diesters undergo fast and efficient transesterification with suitably protected nucleosides, affording dinucleoside (3'-5') H-phosphonate diesters.
