127875-08-5Relevant academic research and scientific papers
Synthesis of p-trifluoroacetamidophenyl 6-deoxy-2-O--α-L-rhamnopyranosyl>-α-L-talopyranoside: a spacer armed tetrasaccharide glycopeptidolipid antigen of Mycobacterium avium serovar 2
Kerekgyarto, Janos,Szurmai, Zoltan,Liptak, Andras
, p. 65 - 80 (2007/10/02)
The synthesis of the title tetrasaccharide glycoside 38 is reported. p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-α-L-talopyranoside (4), 3-O-acetyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate (7), methyl 3-O-acetyl-4-O-benzyl-2-O-methyl-1-th
Phyllanthoside-Phyllanthostatin Synthetic Studies. 8. Total Synthesis of (+)-Phyllanthoside. Development of the Mitsunobu Glycosyl Ester Protocol
Smith III, Amos B.,Rivero, Ralph A.,Hale, Karl J.,Vaccaro, Henry A.
, p. 2092 - 2112 (2007/10/02)
The first total syntheses of the antineoplastic glycoside (+)-phyllanthoside (1) and the parent disaccharide (-)-phyllanthose (5) have been achieved. Stereoselective Koenigs-Knorr coupling of two 6-deoxyglucose derivatives, bromide 54 and alcohol 55, generated the uncommon 1′ → 2β glycosidic linkage of (-)-phyllanthose. A stereochemically convergent Mitsunobu reaction of protected disaccharide 87 with aglycon carboxylic acid 80, prepared via asymmetric synthesis, then led to 1 of high enantiomeric purity. The Mitsunobu procedure comprises an efficient general method for stereospecific assembly of β-glycosyl esters.
Partially Benzylated Derivatives of 6-Deoxy-D-glucose
Koto, Shinkiti,Morishima, Naohiko,Mori, Yoko,Tanaka, Hitoshi,Hayashi, Seiichi,et al.
, p. 2301 - 2303 (2007/10/02)
Several partially benzylated derivatives of 6-deoxy-D-glucose (D-quinovose) were synthesized from appropriate di-O-benzyl-D-glucosides whose primary hydroxyl group is unprotected, via unimolar tosylation and subsequent reduction with LiAlH4.
