(S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid

Base Information

Chemical Name:(S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid
CAS No.:865236-70-0
Molecular Formula:C₃₁H₄₂O₅
Molecular Weight:494.671
Hs Code.:

Synonyms:(S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid

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Chemical Property of (S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid

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Technology Process of (S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid

There total 5 articles about (S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid 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: 97.0%

: (S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)-propyl)-2-methylphenoxymethyl]dihydrofuran-2-one

: 865236-70-0
(S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid

Guidance literature:: (S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)-propyl)-2-methylphenoxymethyl]dihydrofuran-2-one; With potassium hydroxide; In methanol; at 20 ℃; for 2h;

With water; ammonium chloride; In methanol;
DOI:10.1016/j.bmc.2012.05.023

Reference yield:

: 865235-89-8
trifluoromethanesulfonic acid 4-[1-ethyl-1-(4-hydroxy-3-methylphenyl)-propyl]-2-methylphenyl ester

: 865236-70-0
(S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / acetonitrile / 18 h / 110 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 3 h / -78 °C

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2 h / 0 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 15 h / 100 °C

6.1: potassium hydroxide / methanol / 2 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; potassium hydroxide; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Sonogashira coupling;
DOI:10.1016/j.bmc.2012.05.023

Reference yield:

: 865235-90-1
4-[1-ethyl-1-(3-methyl-4-trimethylsilanylethynylphenyl)propyl]-2-methylphenol

: 865236-70-0
(S)-5-[4-(1-ethyl-1-(4-[(E)-2-(1-hydroxycyclopentyl)-vinyl]-3-methylphenyl)propyl)-2-methylphenoxy]-4-hydroxypentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 3 h / -78 °C

3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2 h / 0 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

4.2: 15 h / 100 °C

5.1: potassium hydroxide / methanol / 2 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; potassium hydroxide; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2012.05.023