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

Base Information

Chemical Name: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
CAS No.:1420235-83-1
Molecular Formula:C₆₂H₇₂N₆O₁₆
Molecular Weight:1157.28
Hs Code.:

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

Synonyms: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

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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-(methyl-3-O-benzyl-2-O-pivaloyl-α-L-idopyranosyluronate)-(1→4)-2-azido-3,6-di-O-benzyl-2-deoxy-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-(methyl-3-O-benzyl-2-O-pivaloyl-α-L-idopyranosyluronate)-(1→4)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 2 articles about 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 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: 91.0%

: 1420235-69-3
isopropyl 2-azido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

: O-[methyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-2-O-pivaloyl-L-idopyranosyluronate] trichloroacetamidate

: 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

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; Inert atmosphere; Molecular sieve;
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

: 1420235-83-1
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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/chem.201202770

Reference yield: 88.0%

: 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

: 1420236-19-6
isopropyl O-(2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl)-(1→4)-O-(methyl-3-O-benzyl-2-O-pivaloyl-α-L-idopyranosyluronate)-(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 triethylsilane; In dichloromethane; at -78 ℃; for 0.0833333h; Inert atmosphere; Molecular sieve;

With phenylborondichloride; In dichloromethane; at -78 - -40 ℃; for 0.666667h; Inert atmosphere;
DOI:10.1002/chem.201202770