Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Base Information

Chemical Name:Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate
CAS No.:162552-89-8
Molecular Formula:C₅₈H₆₉N₃O₂₀
Molecular Weight:1128.19
Hs Code.:

Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

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Chemical Property of Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

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Technology Process of Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

There total 3 articles about Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate 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: 50.0%

: 162552-85-4
Methyl O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 162552-89-8
Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Guidance literature:: With di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; 1.) r.t., 10 min, 2.) -15 deg C, 1 h;

Reference yield:

: 2-Azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosylchloride

: 162552-89-8
Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / 4 Angstroem molecular sieves, di-tert-butyl-4-methyl pyridine; silver triflate / diethyl ether / 1.) r.t., 10 min, 2.) r.t., 1 h

2: 55 percent / NaBH₃CN, HCl, 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.17 h / Ambient temperature

3: 50 percent / 4 Angstroem molecular sieves, di-tert-butyl-4-methylpyridine; silver triflate / CH₂Cl₂ / 1.) r.t., 10 min, 2.) -15 deg C, 1 h

With hydrogenchloride; di-tert-butyl-4-methylpyridine; 3 A molecular sieve; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;

Reference yield:

: Methyl O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

: 162552-89-8
Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / NaBH₃CN, HCl, 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.17 h / Ambient temperature

2: 50 percent / 4 Angstroem molecular sieves, di-tert-butyl-4-methylpyridine; silver triflate / CH₂Cl₂ / 1.) r.t., 10 min, 2.) -15 deg C, 1 h

With hydrogenchloride; di-tert-butyl-4-methylpyridine; 3 A molecular sieve; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;