Studies on the synthesis of apoptolidin A. 2. Synthesis of the disaccharide unit.
Disaccharide 3 correspoinding to the disaccharide unit of apoptolidin A has been synthesized via the regio- and stereoselective TBS-OTf-promoted beta-glycosidation reaction of 2,6-dideoxy-2-iodo-beta-glucopyranosyl acetate (5) and p-methoxybenzyl 2,6-dideoxy-2-iodo-3-C-methyl-alpha-mannopyranoside (11).
Handa
Masaki
M
Department of Chemistry, Scripps-Florida, Jupiter, Florida 33458, USA.
Smith
William J
WJ
Roush
William R
WR
D004187:Disaccharides / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004187:Disaccharides; D006027:Glycosides; D018942:Macrolides; D011753:Pyrones; C506738:apoptolidin A