(R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid

Base Information

• Chemical Name: (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid
• CAS No.: 1357013-33-2
• Molecular Formula: C₂₃H₂₄O₄
• Molecular Weight: 364.441
• Mol file: 1357013-33-2.mol

Synonyms:(R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid

Chemical Property of (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid

There total 13 articles about (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic 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:

5-bromo-2-methoxyphenol (37942-01-1) → (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid (1357013-33-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 50 °C

2.1: magnesium; copper(l) cyanide / tetrahydrofuran; 1,2-dimethoxyethane / 0.5 h / 0 °C

2.2: 1.5 h / 0 °C

3.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 24 h / 0 - 20 °C

4.1: tert-butylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / benzene / 13 h / 20 °C / Darkness

5.1: triethylamine; dimethyl sulfoxide; sulfur trioxide pyridine complex / dichloromethane / 20 h / 0 - 20 °C

6.1: Jones reagent; water / isopropyl alcohol / 0.17 h / 0 °C

With copper(l) iodide; Jones reagent; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; water; copper(l) cyanide; sulfur trioxide pyridine complex; potassium carbonate; magnesium; acetic acid; dimethyl sulfoxide; tert-butylamine; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; benzene;

DOI:10.1039/d1ob01944a

Reference yield:

C23H24O3 → (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid (1357013-33-2)

Guidance literature:

With Jones reagent; water; In isopropyl alcohol; at 0 ℃; for 0.166667h;

DOI:10.1039/d1ob01944a

Reference yield:

2-methoxyphenyl acetate (613-70-7) → (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid (1357013-33-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide / acetonitrile / 60 °C / Inert atmosphere

2.1: methanol; sodium hydrogencarbonate / 4 h / Reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 50 °C

4.1: magnesium; copper(l) cyanide / tetrahydrofuran; 1,2-dimethoxyethane / 0.5 h / 0 °C

4.2: 1.5 h / 0 °C

5.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 24 h / 0 - 20 °C

6.1: tert-butylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / benzene / 13 h / 20 °C / Darkness

7.1: triethylamine; dimethyl sulfoxide; sulfur trioxide pyridine complex / dichloromethane / 20 h / 0 - 20 °C

8.1: Jones reagent; water / isopropyl alcohol / 0.17 h / 0 °C

With methanol; N-Bromosuccinimide; copper(l) iodide; Jones reagent; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; water; copper(l) cyanide; sulfur trioxide pyridine complex; sodium hydrogencarbonate; potassium carbonate; magnesium; acetic acid; dimethyl sulfoxide; tert-butylamine; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; benzene;

DOI:10.1039/d1ob01944a

upstream raw materials:

5-((tert-butyldimethylsilyl)oxy)-1-phenylpent-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

(R)-tert-butyl((3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-yn-1-yl)oxy)dimethylsilane

phenylacetylene

5-(tert-Butyl-diphenyl-silanyloxy)-1-trimethylsilanyl-pent-1-yn-3-one