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

Base Information

Chemical Name: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
CAS No.:1379653-33-4
Molecular Formula:C₅₀H₄₈Cl₂O₂₀
Molecular Weight:1039.83
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 6 articles about 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 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: 90.0%

: 1379653-31-2
4-methoxyphenyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-O-benzoyl-β-D-galactopyranoside

: 541-88-8
Chloroacetic anhydride

: 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

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
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

: 1379653-33-4
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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With pyridine; trimethylsilyl trifluoromethanesulfonate; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2012.03.039

Reference yield:

: 1379653-25-4
methyl (4-methoxyphenyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosid)uronate

: 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

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 0.5 h / 20 °C

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

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

4.1: pyridine / dichloromethane / 1 h / 0 °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