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

Base Information

Chemical Name:methyl (4-methoxyphenyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosid)uronate
CAS No.:1379653-25-4
Molecular Formula:C₃₃H₃₂O₁₂
Molecular Weight:620.61
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (4-methoxyphenyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosid)uronate

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Technology Process of methyl (4-methoxyphenyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosid)uronate

There total 1 articles about methyl (4-methoxyphenyl 2,3-di-O-benzoyl-4-O-levulinoyl-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: 91.0%

: 123-76-2
levulinic acid

: 181584-02-1
methyl (4-methoxyphenyl 2,3-di-O-benzoyl-β-D-glucopyranosid)uronate

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

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.carres.2012.03.039

Reference yield: 74.0%

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

: 545-06-2
trichloroacetonitrile

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

Guidance literature:: methyl (4-methoxyphenyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosid)uronate; 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:

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

: 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

Guidance literature:: Multi-step reaction with 2 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

With ammonium cerium (IV) nitrate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.carres.2012.03.039