(3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

Base Information

Chemical Name:(3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one
CAS No.:1426297-87-1
Molecular Formula:C₃₁H₃₆O₆
Molecular Weight:504.623
Hs Code.:

Synonyms:(3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

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Chemical Property of (3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

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Technology Process of (3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

There total 12 articles about (3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one 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: 56.0%

: 1426297-78-0
(R)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

: 1097082-37-5
4-benzyloxy-3-ethoxybenzyl bromide

: 1426297-87-1
(3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

Guidance literature:: (R)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

4-benzyloxy-3-ethoxybenzyl bromide; In tetrahydrofuran; at 20 ℃; for 21h;
DOI:10.1016/j.ejmech.2012.11.031

Reference yield:

: 83459-29-4
(3,4-diethoxyphenyl)methanol

: 1426297-87-1
(3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

2.2: 25 h / 0 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 °C / Reflux

4.1: Amano lipase-PS / tetrahydrofuran; di-isopropyl ether / 2 h / 20 °C / Enzymatic reaction

5.1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

6.1: dimethyl sulfoxide / 3 h / 90 °C

7.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 24 h / 20 °C

8.1: water; sodium hydroxide / 5 h / Reflux

9.1: hydrogenchloride / tetrahydrofuran; water / 50 h / 20 °C

10.1: lithium hexamethyldisilazane; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 0.5 h / -78 °C

10.2: 21 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; lithium hydroxide monohydrate; Amano lipase-PS; water; sodium hydride; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; di-isopropyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.ejmech.2012.11.031

Reference yield:

: 1426298-00-1
(R)-acetic acid 3-(3,4-diethoxyphenyl)-2-hydroxymethylpropyl ester

: 1426297-87-1
(3R,4R)-3-(4-benzyloxy-3-ethoxybenzyl)-4-(3,4-diethoxybenzyl)dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

2.1: dimethyl sulfoxide / 3 h / 90 °C

3.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 24 h / 20 °C

4.1: water; sodium hydroxide / 5 h / Reflux

5.1: hydrogenchloride / tetrahydrofuran; water / 50 h / 20 °C

6.1: lithium hexamethyldisilazane; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 0.5 h / -78 °C

6.2: 21 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide monohydrate; water; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.ejmech.2012.11.031