ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate

Base Information

Chemical Name:ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate
CAS No.:1447736-55-1
Molecular Formula:C₂₂H₂₆O₉
Molecular Weight:434.443
Hs Code.:

Synonyms:ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate

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Chemical Property of ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate

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Technology Process of ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate

There total 13 articles about ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate 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:

: rac-(S)-ethyl 2-{(S)-2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-hydroxyacetate

: 1447736-55-1
ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2013.05.125

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 1447736-55-1
ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 3 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 - -20 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

3.1: mercury(II) oxide; sulfuric acid / acetone; water / 24 h

4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 2 h / 20 °C

With n-butyllithium; sulfuric acid; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; mercury(II) oxide; In tetrahydrofuran; hexane; dichloromethane; water; acetone; 4.1: |Dess-Martin Oxidation;
DOI:10.1016/j.tet.2013.05.125

Reference yield:

: rac-(4S,5S)-ethyl 5-(acetoxymethyl)-5-(N-methoxy-N-methylcarbamoyl)-2,2-dimethyl-[1,3]-dioxolane-4-carboxylate

: 1447736-55-1
ethyl 2-{2-(acetoxymethyl)-5-[3-(4-methoxybenzyloxy)propyl]-3-oxo-2,3-dihydrofuran-2-yl}-2-oxoacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 - -20 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: mercury(II) oxide; sulfuric acid / acetone; water / 24 h

3.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 2 h / 20 °C

With n-butyllithium; sulfuric acid; sodium hydrogencarbonate; Dess-Martin periodane; mercury(II) oxide; In tetrahydrofuran; hexane; dichloromethane; water; acetone; 3.1: |Dess-Martin Oxidation;
DOI:10.1016/j.tet.2013.05.125