246252-56-2Relevant academic research and scientific papers
ACYCLIC AMINE INHIBITORS OF NUCLEOSIDE PHOSPHORYLASES AND HYDROLASES
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Page/Page column 75; 76, (2008/06/13)
The invention relates to compounds of the general formula (I) which are inhibitors of purine nucleoside phosphorylases (PNPs) and/or nucleoside hydrolases (NHs). The invention also relates to the use of these compounds in the treatment of diseases and infections including cancer, bacterial infections, protozoal infections, and T-cell mediated disease and to pharmaceutical compositions containing the compounds.
An enantioselective synthesis of (2S,3R)-3-(N-Benzyloxycarbonyl)amino-1-chloro-4-phenylthiobutan-2-ol, a central intermediate of nelfinavir
Ikunaka, Masaya,Matsumoto, Jun,Fujima, Yoshito,Hirayama, Yoshihiko
, p. 49 - 53 (2013/09/06)
(2S,3R)-3-(N-Benzyloxycarbonyl)amino-1-chloro-4-phenylthiobutan-2-ol 1 is a central intermediate of nelfinavir 2, which, being a potent HIV protease inhibitor, represents one of the most clinically efficacious anti AIDS drugs. Thus, a practical enantioselective synthesis of 1 has been devised which employs sodium erythorbate 9 as a chiral starting material. Consisting of the total 14-step functional group manipulations that proceed via methyl (2S,3R)-4-hydroxy-2,3-epoxybutyrate 8, the synthetic processes can dispense with chromatographic purification and provide architecturally complex 1 in 17% overall yield under a strict control of stereochemistry.
