allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside
CAS No.:1628715-04-7
Molecular Formula:C₄₉H₅₈N₄O₁₃
Molecular Weight:911.019
Hs Code.:

allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

Synonyms:allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

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Chemical Property of allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

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Technology Process of allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

There total 5 articles about allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside 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: 82.0%

: 1215016-58-2
allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-[(R)-1'-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

: 1628715-04-7
allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

Guidance literature:: allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-[(R)-1'-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside; With lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; at 20 ℃; for 2h;

In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1055/s-0033-1340323

Reference yield:

: 1215016-56-0
allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-6-O-benzyl-3-O-benzyloxycarbonyl-2-N-trichloroethoxycarbonylamino-2-deoxy-α-D-glucopyranoside

: 1628715-04-7
allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide / water; tetrahydrofuran / 60 °C

2.1: sodium hydride / dichloromethane; mineral oil / 0.25 h / 20 °C / Inert atmosphere

2.2: 1.5 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide / water; tetrahydrofuran; 1,4-dioxane / 2 h / 20 °C

3.2: Dowex-H⁺ resin

With sodium hydride; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; mineral oil;
DOI:10.1055/s-0033-1340323

Reference yield:

: 1215016-50-4
C₃₀H₃₁Cl₃N₄O₆

: 1628715-04-7
allyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranosyl-(1→4)-2-acetamido-6-O-benzyl-3-O-[(R)-1'-carboxyethyl]-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane; hexane / 1 h / -78 °C / Molecular sieve; Inert atmosphere

2.1: potassium hydroxide / water; tetrahydrofuran / 60 °C

3.1: sodium hydride / dichloromethane; mineral oil / 0.25 h / 20 °C / Inert atmosphere

3.2: 1.5 h / 20 °C / Inert atmosphere

4.1: lithium hydroxide / water; tetrahydrofuran; 1,4-dioxane / 2 h / 20 °C

4.2: Dowex-H⁺ resin

With boron trifluoride diethyl etherate; sodium hydride; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; mineral oil;
DOI:10.1055/s-0033-1340323