82228-10-2

Usage

Uses

Methyl 3-O-Allyl-4,6-O-benzylidene-a-D-mannopyranoside is a useful synthetic intermediate.

InChI:InChI=1/C17H22O6/c1-3-9-20-15-13(18)17(19-2)22-12-10-21-16(23-14(12)15)11-7-5-4-6-8-11/h3-8,12-18H,1,9-10H2,2H3

Upstream product

• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 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 
• 106-95-6 allyl bromide 

Downstream Products

• 106444-77-3 8-methoxycarbonyloctyl-6-O-acetyl-3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranosyl bromide 
• 106444-76-2 8-methoxycarbonyloctyl-6-O-acetyl-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl bromide 
• 106444-75-1 methyl 6-O-acetyl-3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside 
• 106444-73-9 methyl 3-O-allyl-2,6-di-O-benzyl-α-D-mannopyranoside 
• 106444-74-0 methyl 2,4-di-O-benzyl-3-O-allyl-α-D-mannopyranoside 
• 86861-45-2 1,6-Di-O-acetyl-3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranose 
• 83259-13-6 6-O-acetyl-3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranosyl bromide 
• 58341-56-3 methyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 

Relevant academic research and scientific papers

Regioselective alkylation of carbohydrates and diols: A cheaper iron catalyst, new applications and mechanism

As an extension of our previous research on the regioselective protection of carbohydrates and diols, we developed an iron catalyst, Fe(dibm)3 (dibm = diisobutyrylmethane), which has an unusually broad catalytic scope in the selective monoalkyl

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.