Short Synthesis of Octosyl Nucleosides

Autor:	George A. Doss, Vinay V. Thakur, Gregori J. Morriello, Krishnan Malolanarasimhan, Spencer Knapp, Machender R. Madduru
Rok vydání:	2006
Předmět:	Glycosylation Molecular Structure Bicyclic molecule Chemistry Stereochemistry Adenine Organic Chemistry Nucleosides Alkylation Biochemistry chemistry.chemical_compound Intramolecular force Physical and Theoretical Chemistry Sequence (medicine)
Zdroj:	Organic Letters. 8:1335-1337
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol0600382
Popis:	[reaction: see text] Commercial 1,2:5,6-di-O-isopropylidene-alpha-d-allofuranose was converted to a protected bicyclic octosyl acid thioglycoside donor by a 10-step sequence that features an intramolecular ester enolate alkylation. Glycosylation of N-benzoyladenine and methyl uridine-5-carboxylate followed by deprotection gave the respective nucleosides "octosyl adenine" and octosyl acid A.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::24c64f199ae64b5e92cfae062e6da845 https://doi.org/10.1021/ol0600382 Zobrazit plný text záznamu