The Synthesis of Both Diastereomers of 5'-Methylhomoaristeromycin

Nucleosides, Nucleotides & Nucleic Acids
Wei Ye, Stewart W Schneller

Abstract

The preparation of the C-5' diastereomers of 5'-homoaristeromycin has been achieved in 6 steps beginning with readily available (3aR,6aR)-2,2-dimethyl-2H,3aH,4H,6aH-cyclopenta[1,3]dioxol-4-one in a Michael reaction employing chiral Evans N-acyloxazolidinones that served to direct the requisite side chain stereochemistry. The two targets were evaluated against a battery of viruses and found to possess activity only towards yellow fever. Both compounds were non-cytotoxic.

References

May 1, 1991·Journal of Medicinal Chemistry·M S Wolfe, R T Borchardt
May 22, 2004·The Journal of Organic Chemistry·Minmin YangStewart W Schneller
Dec 8, 2004·Bioorganic & Medicinal Chemistry Letters·Minmin Yang, Stewart W Schneller
Oct 27, 2006·The Journal of Organic Chemistry·Wei Ye, Stewart W Schneller
Aug 9, 2011·Organic Letters·Anna D Fotiadou, Alexandros L Zografos
Dec 3, 2014·Bioorganic & Medicinal Chemistry·Qi ChenStewart W Schneller

❮ Previous
Next ❯

Datasets Mentioned

BETA
1008603

Methods Mentioned

BETA
X-ray
column chromatography
NMR

Related Concepts

Related Feeds

Antivirals

Antivirals are medications that are used specifically for treating viral infections. Discover the latest research on antivirals here.

Antivirals (ASM)

Antivirals are medications that are used specifically for treating viral infections. Discover the latest research on antivirals here.

Related Papers

The Journal of Pharmacy and Pharmacology
J READ
Journal of the American Chemical Society
M Schach von WittenauR B Woodward
Journal of Pharmaceutical Sciences
P S Portoghese, D A Williams
Journal of Emergency Nursing : JEN : Official Publication of the Emergency Department Nurses Association
M Gardner
© 2021 Meta ULC. All rights reserved