methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

Base Information

Chemical Name:methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate
CAS No.:1376574-36-5
Molecular Formula:C₂₉H₃₂O₁₃
Molecular Weight:588.565
Hs Code.:

Synonyms:methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

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Chemical Property of methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

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Technology Process of methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

There total 5 articles about methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate 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: 89.0%

: 92420-89-8
methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate

: 177429-27-5
ethyl 4-benzyloxy-3-hydroxybenzoate

: 1376574-36-5
methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 15 ℃; for 4h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.tet.2012.03.100

Reference yield:

: 100-44-7
benzyl chloride

: 1376574-36-5
methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; potassium iodide / acetone / 24 h / Inert atmosphere; Reflux

2: water; sodium carbonate / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 4 h / -20 - 15 °C / Inert atmosphere; Molecular sieve

With boron trifluoride diethyl etherate; water; sodium carbonate; potassium carbonate; potassium iodide; In tetrahydrofuran; methanol; dichloromethane; acetone; 1: Williamson synthesis;
DOI:10.1016/j.tet.2012.03.100

Reference yield:

: 78728-00-4
ethyl 3,4-diacetoxybenzoate

: 1376574-36-5
methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; potassium iodide / acetone / 24 h / Inert atmosphere; Reflux

2: water; sodium carbonate / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 4 h / -20 - 15 °C / Inert atmosphere; Molecular sieve

With boron trifluoride diethyl etherate; water; sodium carbonate; potassium carbonate; potassium iodide; In tetrahydrofuran; methanol; dichloromethane; acetone; 1: Williamson synthesis;
DOI:10.1016/j.tet.2012.03.100