102487-47-8

Upstream product

• 16054-77-6 3,5-di-O-benzyl-L-xylofuranose 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 120693-81-4 (3aS,5S,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)dimethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole 
• 87-72-9 L-(-)-xylose 
• 114861-22-2 1,2-O-isopropylidene-α-L-xylofuranose 
• 131156-47-3 (3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyltetrahydro-3aH-[1,3]dioxolo[4',5':4,5]furo[3,2-d][1,3]dioxane 
• 41546-31-0 L-xylose 
• 100-44-7 benzyl chloride 
• 16054-77-6 3,5-di-O-benzyl-D-xylofuranose 
• 87-72-9 D-(+)-xylose 
• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 
• 532-20-7 D-xylofuranose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 41341-99-5 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 

Downstream Products

• 120693-89-2 (E)-3-((4R,5S,6S)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-acrylic acid methyl ester 
• 102487-46-7 (E,4'R,5'S,6'S)-(+)-methyl 3-5'-benzyloxy-6'-benzyloxymethyl-1',3'-dioxan-4'-yl-acrylate 
• 102487-50-3 3-((4R,5S,6S)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-4-carbamoyl-butyric acid 
• 102487-49-0 3-((4R,5S,6S)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-pentanedioic acid 
• 120786-90-5 4-((4R,5S,6S)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione 
• 102487-48-9 3-((4R,5S,6S)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-pentanedioic acid dimethyl ester 
• 102487-46-7 (E)-(-)-methyl 3-<(4S,5R,6R)-5-benzyloxy-6-(benzyloxymethyl)-1,3-dioxan-4-yl>acrylate 
• 102487-46-7 (E)-3-((4S,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-acrylic acid methyl ester 
• 104778-67-8 (E)-(4S,5R,6R)-4,6-Diacetoxy-5,7-bis-benzyloxy-hept-2-enoic acid methyl ester 
• 104778-68-9 (E)-(4S,5R,6R)-5,7-Bis-benzyloxy-4,6-bis-methanesulfonyloxy-hept-2-enoic acid methyl ester 
• 279221-72-6 3,6-anhydro-5,7-di-O-benzyl-2-deoxy-D-ido-heptono-1,4-lactone 
• 121012-25-7 Methyl (E,5R,6R)-6-acetoxy-5,7-bis(benzyloxy)-3-heptenoate 
• 85719-78-4 (+)-sesbanimide A 
• 102487-50-3 3-((4S,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-4-carbamoyl-butyric acid 

Relevant academic research and scientific papers

Synthesis and antiproliferative activity of simplified goniofufurone analogues

Several (+)-goniofufurone analogues with simplified structures were designed, synthesized and evaluated for their in vitro antitumour activity, against a panel of human tumour cell lines. Dephenylated compounds 2 and 3 demonstrated remarkable antitumour a

Wittig reaction with partially protected sugar lactol derivatives. Preparation of highly cytotoxic goniofufurone analogues

A new approach to the dephenyl goniofufurone analogue 2 and the corresponding (3S,4R)-stereoisomer 3 is reported. The resulting furanolactones 2 and 3 have shown a potent and selective in vitro cytotoxicity against certain human tumour cell lines.

An alternative synthesis of (+)-sesbanimide A

D-(+)-xylose has been converted to (+)-sesbanimide A in sixteen steps.The synthetic scheme involves an ususual tricyclic silylated derivative (9a) of the monobenzoylated product of the earlier described glutarimide intermediate (7).Compound 9a is a pivotal intermediate for the construction of ring C of (+)-sesbanimide A.

EFFICIENT SYNTHESIS AND ANTITUMOR ACTIVITY OF AN ENANTIOMERIC PAIR OF THE SESBANIMIDE AB-RING SYSTEMS

An enantiomeric pair of the fully unprotected AB-ring systems of sesbanimide A (1), a potent antitumor alkaloid, was efficiently synthesized from readily available D- and L-xylose.Examination on their in vitro antitumor activity clearly disclosed that the AB-ring system only made a small contribution to the notable cytotoxicity of 1.