81600-89-7

Upstream product

• 106-95-6 allyl bromide 
• 3162-96-7 methyl-4,6-O-phenylmethylene-α-D-mannopyranoside 
• 556-56-9 allyl iodid 
• 3162-96-7 (4aS,6R,7S,8R,8aR)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 

Downstream Products

• 108966-88-7 methyl 2-O-allyl-3-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside 
• 82185-94-2 methyl 2-O-allyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 81555-75-1 methyl 2-O-allyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 68601-74-1 methyl 3,6-di-O-(α-D-mannopyranosyl)-α-D-mannopyranoside 
• 82185-93-1 methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 98293-10-8 methyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-2-O-allyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 108966-91-2 methyl 2-O-allyl-3-O-benzoyl-4-O-methanesulfonyl-6-O-trityl-α-D-allopyranoside 
• 108966-90-1 methyl 2-O-allyl-3-O-benzoyl-6-O-trityl-α-D-allopyranoside 
• 108966-95-6 Benzoic acid (2R,3S,4S)-3-allyloxy-6-methanesulfonyloxymethyl-2-methoxy-3,4-dihydro-2H-pyran-4-yl ester 
• 108966-92-3 methyl 2-O-allyl-3-O-benzoyl-4-O-methanesulfonyl-α-D-allopyranoside 
• 108966-89-8 methyl 2-O-allyl-3-O-benzoyl-α-D-allopyranoside 
• 108966-94-5 methyl 2-O-allyl-3-O-benzoyl-4-deoxy-α-D-erythro-hex-4-enopyranoside 
• 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.

Syntheses of model oligosaccharides of biological significance. Synthesis of methyl 3,6-di-O-(alpha-D-mannopyranosyl)-alpha-d-mannopyranoside and the corresponding mannobiosides.

Methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranosyl) -alpha-D-mannopyranoside (12) was prepared in 90% yield by Helferich glycosylation of methyl 2-O-allyl-4,6-O-benzylidene-alpha-D-mannopyranoside (9) with tetra-O-acetyl