allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide

Base Information

Chemical Name:allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide
CAS No.:701976-81-0
Molecular Formula:C₄₅H₅₁N₃O₁₂
Molecular Weight:825.913
Hs Code.:

Synonyms:allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide

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Chemical Property of allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide

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Technology Process of allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide

There total 4 articles about allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide 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: 90.0%

: 701976-76-3
allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 701976-81-0
allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide

Guidance literature:: allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside; With triethylsilane; 4 A molecular sieve; In diethyl ether; at 20 ℃; for 0.5h;

With phenylborondichloride; In diethyl ether; at -78 - -40 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.03.046

Reference yield:

: 628281-00-5
allyl (methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 701976-81-0
allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / K₂CO₃; MeOH

2.1: 90 percent / camphorsulfonic acid / CH₂Cl₂

3.1: triethylsilane; 4 Angstroem molecular sieves / diethyl ether / 0.5 h / 20 °C

3.2: 90 percent / dichlorophenylborane / diethyl ether / -78 - -40 °C

With methanol; triethylsilane; 4 A molecular sieve; camphor-10-sulfonic acid; potassium carbonate; In diethyl ether; dichloromethane;
DOI:10.1016/j.tetlet.2004.03.046

Reference yield:

: methyl 2,4-di-O-acetyl-3-O-benzyl-L-idopyranuronate

: 701976-81-0
allyl (methyl 3-O-benzyl-4-O-(4-methoxybenzyl)-α-L-idopyranosyluronate)-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranozide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / K₂CO₃ / CH₂Cl₂

2.1: 91 percent / TMSOTf / CH₂Cl₂ / 1.5 h / 0 °C

3.1: 100 percent / K₂CO₃; MeOH

4.1: 90 percent / camphorsulfonic acid / CH₂Cl₂

5.1: triethylsilane; 4 Angstroem molecular sieves / diethyl ether / 0.5 h / 20 °C

5.2: 90 percent / dichlorophenylborane / diethyl ether / -78 - -40 °C

With methanol; triethylsilane; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; potassium carbonate; In diethyl ether; dichloromethane;
DOI:10.1016/j.tetlet.2004.03.046