134167-09-2Relevant 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.
SYNTHESIS OF AN ETHYLENE GLYCOL CROSS-LINKED AMINO ACID
Ho, Mengfei,Wang, Weiheng,Douvlos, Maria,Pham, Thuha,Klock, Timothy
, p. 1283 - 1286 (2007/10/02)
Synthesis of an ethylene glycol-containing amino acid, (2R,9S)-N2-Cbz-N9-Boc-2,9-diamino-4,7-dioxadecanedioic acid 1-phenacyl 10-methyl diester 1, was studied through direct alkylation of N-Boc-L-serine and through BF3-catalyzed ring
