allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

Base Information

Chemical Name:allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate
CAS No.:245109-90-4
Molecular Formula:C₃₉H₄₃N₃O₁₂
Molecular Weight:745.783
Hs Code.:

Synonyms:allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

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Chemical Property of allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

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Technology Process of allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

There total 4 articles about allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 245110-01-4
allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-benzyl-6-O-thexyldimethylsilyl-α-L-idopyranoside

: 245109-90-4
allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

Guidance literature:: allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-benzyl-6-O-thexyldimethylsilyl-α-L-idopyranoside; With dipyridinium dichromate; acetic anhydride; In dichloromethane; at 20 ℃; for 20h;

diazomethane; In methanol;
DOI:10.1016/S0040-4020(99)00526-8

Reference yield:

: 138688-77-4
(2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

: 245109-90-4
allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: K₂CO₃ / CH₂Cl₂ / 5 h

2.1: 84 percent / tert-butyldimethylsilyl triflate / toluene; CH₂Cl₂ / 1.5 h / -20 °C

3.1: pyridinium dichromate; Ac₂O / CH₂Cl₂ / 20 h / 20 °C

3.2: 80 percent / methanol

With dipyridinium dichromate; t-butyldimethylsiyl triflate; acetic anhydride; potassium carbonate; In dichloromethane; toluene; 1.1: Addition / 2.1: Condensation / 3.1: Oxidation / 3.2: Methylation;
DOI:10.1016/S0040-4020(99)00526-8

Reference yield:

: 245110-00-3
2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl trichloroacetimidate

: 245109-90-4
allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 84 percent / tert-butyldimethylsilyl triflate / toluene; CH₂Cl₂ / 1.5 h / -20 °C

2.1: pyridinium dichromate; Ac₂O / CH₂Cl₂ / 20 h / 20 °C

2.2: 80 percent / methanol

With dipyridinium dichromate; t-butyldimethylsiyl triflate; acetic anhydride; In dichloromethane; toluene; 1.1: Condensation / 2.1: Oxidation / 2.2: Methylation;
DOI:10.1016/S0040-4020(99)00526-8