108966-92-3

Upstream product

• 20770-92-7 methyl 2-O-allyl-4,6-O-benzylidene-α-D-allopyranoside 
• 3162-96-7 (4aS,6R,7S,8R,8aR)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 108966-90-1 methyl 2-O-allyl-3-O-benzoyl-6-O-trityl-α-D-allopyranoside 
• 108966-88-7 methyl 2-O-allyl-3-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside 
• 108966-89-8 methyl 2-O-allyl-3-O-benzoyl-α-D-allopyranoside 
• 108966-91-2 methyl 2-O-allyl-3-O-benzoyl-4-O-methanesulfonyl-6-O-trityl-α-D-allopyranoside 

Downstream Products

• 108966-94-5 methyl 2-O-allyl-3-O-benzoyl-4-deoxy-α-D-erythro-hex-4-enopyranoside 
• 108966-95-6 Benzoic acid (2R,3S,4S)-3-allyloxy-6-methanesulfonyloxymethyl-2-methoxy-3,4-dihydro-2H-pyran-4-yl ester 
• 108966-93-4 methyl 6-aldehydo-2-O-allyl-3-O-benzoyl-4-deoxy-α-D-erythro-hex-4-enodialdo-1,5-pyranoside 

Relevant academic research and scientific papers

SYNTHETIC STUDIES ON NOGALAMYCIN: STEREOSPECIFIC C-5 ALKYLATION OF A SUGAR DERIVATIVE VIA CLAISEN REARRANGEMENT AND A NEW ROUTE TO 1,1,4-TRIALKOXYBUTA-1,3-DIENES.

Claisen rearrangement of the 4-methoxybutadienylether of the allylic alcohol 13 which was made in 15 steps from D-glucose, afforded one major aldehyde 17 or 18 in good yield.All attempts to oxidize to an acid were unsuccessful.The model compound 24 and compound 13, were converted respectively to the α, β-unsaturated esters 25 and 26.Compound 25 was further transformed into 1,1,4-trialkoxybuta-1,3-diene 27 which was found unreactive towards quinones.