(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran

Base Information

Chemical Name:(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran
CAS No.:1314641-36-5
Molecular Formula:C₁₉H₂₆O₃
Molecular Weight:302.414
Hs Code.:

Synonyms:(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran

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Chemical Property of (2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran

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Technology Process of (2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran

There total 7 articles about (2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran 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: 98.0%

: 1314641-24-1
(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-2-(prop-2-en-1-yl)dihydrofuran-3(2H)-one

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1314641-36-5
(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran

Guidance literature:: Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-2-(prop-2-en-1-yl)dihydrofuran-3(2H)-one; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1039/c1ob05130j

Reference yield:

: 1314641-23-0
(S)-1-diazo-7-(4-methoxybenzyloxy)-4-(prop-2-en-1-yloxy)heptan-2-one

: 1314641-36-5
(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper acetylacetonate / tetrahydrofuran / 0.67 h / 85 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C

2.2: 1 h / 0 °C

With copper acetylacetonate; sodium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1039/c1ob05130j

Reference yield:

: C₁₄H₁₈O₅

: 1314641-36-5
(2S,5S)-5-[3-(4-methoxybenzyloxy)propyl]-3-methylene-2-(prop-2-en-1-yl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloro(benzene)ruthenium(II) dimer; hydrogen; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 18 h / 95 °C / pH 5 / Autoclave

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,4-di(diphenylphosphino)-butane / tetrahydrofuran / 16 h / 70 °C / Reflux

3.1: lithium hydroxide / tetrahydrofuran; methanol; water / 1.5 h / 20 °C

4.1: triethylamine / diethyl ether / 2 h / 20 °C

5.1: diethyl ether / 16 h / 0 - 20 °C / Darkness

6.1: copper acetylacetonate / tetrahydrofuran / 0.67 h / 85 °C

7.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C

7.2: 1 h / 0 °C

With copper acetylacetonate; dichloro(benzene)ruthenium(II) dimer; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen; sodium hexamethyldisilazane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; 1,4-di(diphenylphosphino)-butane; lithium hydroxide; In tetrahydrofuran; methanol; diethyl ether; water;
DOI:10.1039/c1ob05130j