104545-86-0Relevant academic research and scientific papers
Stereochemistry of the Epoxidations of Acyclic Allylic Amides. Applications toward the Synthesis of 2,3,6-Trideoxy-3-aminohexoses
Roush, William R.,Straub, Julie A.,Brown, Richard J.
, p. 5127 - 5136 (1987)
The stereochemistry of the epoxidation of several acyclic allylic amides is described.Diastereoselectivity in the (Z)-allylic amide series (compound 1) proved to be dependent both on the amide functionality and epoxidation reagent.The threo epoxide 3 was
THE SYNTHESIS OF 3-ACETAMIDO-2,3,5,6-TETRADEOXY-5-FLUORO-D,L-ribo-HEXOFURANOSE BY THE DIRECT FLUORINATION OF METHYL 3-ACETAMIDO-2,3,6-TRIDEOXY-D,L-arabino-HEXOPYRANOSIDE (METHYL N-ACETYL-D,L-ACOSAMINIDE)
Welch, John T.,Svahn, Britt-Marie,Eswarakrishnan, Seetha,Hutchinson, John P.,Zubieta, Jon
, p. 221 - 232 (2007/10/02)
3-Acetamido-2,3,5,6-tetradeoxy-5-fluoro-D,L-ribo-hexofuranose was synthesized by direct, fluorinative dehydroxylation of methyl 3-acetamido-2,3,6-trideoxy-D,L-arabino-hexopyranoside with sulfur tetrafluoride-hydrogen fluoride.The furanose form and the ribo configuration, indicated by 13C- and 1H-n. m. r. spectroscopy, respectively, were confirmed by a single-crystal, X-ray diffraction study.
