20770-92-7

Upstream product

• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 556-56-9 allyl iodid 
• 58341-61-0 (4aR,6S,7R,8S,8aR)-7-Allyloxy-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 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

• 108966-91-2 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 
• 108966-88-7 methyl 2-O-allyl-3-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside 
• 112289-17-5 benzyl 2-O-(2-O-allyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112289-15-3 benzyl 2-O-(2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112468-78-7 benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112289-05-1 benzyl-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->2)-3,4-6-tri-O-benzyl-β-D-glucopyranoside 
• 112289-10-8 O-(2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyanoside 
• 112289-16-4 benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Application of 5-C5H5)Fe(CO)2(2-methylpropene)>+BF4- for the Protection of the Allyl Group in Carbohydrate Derivatives Containing O-Allyl and O-Benzyl Groups

Complex 5-C5H5)Fe(CO)2(η2-2-methylpropene)>+BF4- forms exchange complexes with the double bond in O-allyl group protected, O-benzylated sugar derivatives (6-14).From these compounds benzyl groups can be removed by catalytic hydrogenation.Decomplexation furnishes debenzylated, O-allyl groups containing products (15-22) in low to modest yields.Selective debenzylation, carbohydrates, η5-cyclopentadienyl-di(carbonyl)-η2-2-methylpropene-iron tetrafluoroborate

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.