Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

Base Information

Chemical Name:Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate
CAS No.:151992-81-3
Molecular Formula:C₅₈H₆₉N₃O₂₀
Molecular Weight:1128.19
Hs Code.:

Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

Synonyms:Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

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Chemical Property of Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

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Technology Process of Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

There total 9 articles about Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)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: 73.0%

: 151992-80-2
tert-Butyl (methyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

: 151992-77-7
ethyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-1-thio-β-D-glucopyranoside

: 151992-81-3
Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

Guidance literature:: With N-iodo-succinimide; molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; a) -20 deg C, 15 min, b) to r.t.;
DOI:10.1016/0008-6215(93)84030-A

Reference yield:

: 152141-82-7
2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl nitrate

: 151992-81-3
Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / Et₄NCl / acetonitrile / 5 h / Ambient temperature

2: 52 percent / dimethylformamide / 1 h / Ambient temperature

3: 1) NaOMe / 1) MeOH, r.t., 30 min

4: 83 percent / NaCNBH₃, HCl, molecular sieves / tetrahydrofuran / 0.17 h

5: 60 percent / silver triflate, 2,6-di-tert-butyl-4-methylpyridine, molecular sieves / CH₂Cl₂ / 0.25 h / -15 °C

6: 73 percent / N-iodosuccinimide, silver triflate, molecular sieves / CH₂Cl₂ / a) -20 deg C, 15 min, b) to r.t.

With hydrogenchloride; N-iodo-succinimide; 2,6-di-tert-butyl-4-methylpyridine; molecular sieve; tetraethylammonium chloride; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(93)84030-A

Reference yield:

: 151992-76-6
Ethyl 2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: 151992-81-3
Methyl O-(methyl 2,3,4-tri-O-acetyl-α-L-idopyranosyluronate)-(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-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / silver triflate, 2,6-di-tert-butyl-4-methylpyridine, molecular sieves / CH₂Cl₂ / 0.25 h / -15 °C

2: 73 percent / N-iodosuccinimide, silver triflate, molecular sieves / CH₂Cl₂ / a) -20 deg C, 15 min, b) to r.t.

With N-iodo-succinimide; 2,6-di-tert-butyl-4-methylpyridine; molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/0008-6215(93)84030-A