O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

Base Information

Chemical Name:O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose
CAS No.:1379653-35-6
Molecular Formula:C₄₅H₄₂Cl₅NO₁₉
Molecular Weight:1078.09
Hs Code.:

O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

Synonyms:O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

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Chemical Property of O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

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Technology Process of O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

There total 7 articles about O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose 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: 62.0%

: 1379653-33-4
4-methoxyphenyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-β-D-galactopyranoside

: 545-06-2
trichloroacetonitrile

: 1379653-35-6
O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

Guidance literature:: 4-methoxyphenyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-β-D-galactopyranoside; With ammonium cerium (IV) nitrate; In water; toluene; acetonitrile; at 20 ℃; for 0.5h;

trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.carres.2012.03.039

Reference yield:

: 6-(methoxycarbonyl)-5-(4-oxopentanoyloxy)-2-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4-diyl dibenzoate

: 1379653-35-6
O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.67 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 3 h / 0 °C

3.1: pyridine / dichloromethane / 1 h / 0 °C

4.1: ammonium cerium (IV) nitrate / water; toluene; acetonitrile / 0.5 h / 20 °C

4.2: 0.5 h / 20 °C

With pyridine; ammonium cerium (IV) nitrate; trimethylsilyl trifluoromethanesulfonate; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.carres.2012.03.039

Reference yield:

: 1379653-30-1
4-methoxyphenyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranoside

: 1379653-35-6
O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-4,6-di-O-chloroacetyl-1-O-trichloroacetimidoyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 3 h / 0 °C

2.1: pyridine / dichloromethane / 1 h / 0 °C

3.1: ammonium cerium (IV) nitrate / water; toluene; acetonitrile / 0.5 h / 20 °C

3.2: 0.5 h / 20 °C

With pyridine; ammonium cerium (IV) nitrate; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.carres.2012.03.039