isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside
CAS No.:1420235-91-1
Molecular Formula:C₅₆H₆₂N₆O₁₅
Molecular Weight:1059.14
Hs Code.:

isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

Synonyms:isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

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Chemical Property of isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

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Technology Process of isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

There total 4 articles about isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-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: 87.0%

: 1420235-83-1
isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(methyl-3-O-benzyl-2-O-pivaloyl-α-L-idopyranosyluronate)-(1→4)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 1420235-91-1
isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(methyl-3-O-benzyl-2-O-pivaloyl-α-L-idopyranosyluronate)-(1→4)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside; With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 24h;

With potassium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 24h;
DOI:10.1002/chem.201202770

Reference yield:

: isopropyl 2-azido-2-deoxy-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranozide

: 1420235-91-1
isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium cyanoborohydride; hydrogenchloride / tetrahydrofuran; diethyl ether / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 °C / Inert atmosphere; Molecular sieve

3.1: lithium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 24 h / 0 - 20 °C

3.2: 24 h / 0 - 20 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; sodium cyanoborohydride; lithium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/chem.201202770

Reference yield:

: 310870-37-2
O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate

: 1420235-91-1
isopropyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

2.1: sodium cyanoborohydride; hydrogenchloride / tetrahydrofuran; diethyl ether / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 °C / Inert atmosphere; Molecular sieve

4.1: lithium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 24 h / 0 - 20 °C

4.2: 24 h / 0 - 20 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; sodium cyanoborohydride; lithium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/chem.201202770