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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name: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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:1420236-21-0
Molecular Formula:C₆₂H₇₂N₆O₁₇
Molecular Weight:1173.28
Hs Code.:

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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Synonyms: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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of 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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of 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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 1 articles about 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-6-O-benzoyl-3-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%

: 1420235-85-3
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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

: 1420236-21-0
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-6-O-benzoyl-3-O-benzyl-2-deoxy-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-6-O-benzoyl-3-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

Reference yield: 90.0%

: 1420236-21-0
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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

: 1420236-29-8
isopropyl O-(2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl)-(1→4)-O-(3-O-benzyl-α-L-idopyranosyluronic acid)-(1→4)-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: 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-6-O-benzoyl-3-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:

: 1420236-21-0
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-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 24 h / 0 - 20 °C

2.1: sulfur trioxide trimethylamine complex / N,N-dimethyl-formamide / 48 h / 50 °C / Inert atmosphere

2.2: 0.08 h / 20 °C / Inert atmosphere

With dihydrogen peroxide; sulfur trioxide trimethylamine complex; lithium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201202770