60498-66-0Relevant academic research and scientific papers
A general and enantioselective approach to pentoses: A rapid synthesis of PSI-6130, the nucleoside core of sofosbuvir
Peifer, Manuel,Berger, Rapha?lle,Shurtleff, Valerie W.,Conrad, Jay C.,Macmillan, David W. C.
supporting information, p. 5900 - 5903 (2014/05/20)
An efficient route towards biologically relevant pentose derivatives is described. The de novo synthetic strategy features an enantioselective α-oxidation reaction enabled by a chiral amine in conjunction with copper(II) catalysis. A subsequent Mukaiyama aldol coupling allows for the incorporation of a wide array of modular two-carbon fragments. Lactone intermediates accessed via this route provide a useful platform for elaboration, as demonstrated by the preparation of a variety of C-nucleosides and fluorinated pentoses. Finally, this work has facilitated expedient syntheses of pharmaceutically active compounds currently in clinical use.
Improved Synthesis of Tertiary Alkylacetic Acids and Esters
Randriamahefa, S.,Deschamps, P.,Gallo, R.,Grangette, H.
, p. 493 - 495 (2007/10/02)
Tertiary alkylacetic acids (R3CCH2COOH) are prepared by reaction of 1,1-dichloroethene with a reagent capable of forming readily a tertiary alkyl carbenium ion with sulfuric acid in the absence of boron trifluoride.With tertiary butyl reagents, the yields are good and the method is convenient at laboratory and larger scales.The yields of carboxylic acids fall sharply with increasing steric effects.The esters are obtained directly, by adding alcohols, in a one-pot synthesis; with C1-C3 alcohols the reaction is selective.
