(S)-4-(4-methoxyphenyl)-5-methylhexanoic acid

Base Information

• Chemical Name: (S)-4-(4-methoxyphenyl)-5-methylhexanoic acid
• CAS No.: 309271-62-3
• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.311
• Mol file: 309271-62-3.mol

Synonyms:(S)-4-(4-methoxyphenyl)-5-methylhexanoic acid

Chemical Property of (S)-4-(4-methoxyphenyl)-5-methylhexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(4-methoxyphenyl)-5-methylhexanoic acid

There total 24 articles about (S)-4-(4-methoxyphenyl)-5-methylhexanoic 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:

(S)-4-(4-Methoxy-phenyl)-5-methyl-hexanenitrile → (S)-4-(4-methoxyphenyl)-5-methylhexanoic acid (309271-62-3)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 100 ℃; for 15h;

DOI:10.1021/ja002471r

Reference yield:

ethyl (Z)-3-(4-methoxyphenyl)-4-methyl-2-pentenoate (309271-44-1) → (S)-4-(4-methoxyphenyl)-5-methylhexanoic acid (309271-62-3)

Guidance literature:

Multi-step reaction with 6 steps

1: LiAlH₄ / diethyl ether / 0.08 h / 0 - 20 °C

2: [Rh(cod)2]BF₄; (+)-Fe(Me₅Cp)[2-(Ph₂PCH₂)-3,4-Me₂-phosphaCp] / tetrahydrofuran / 48 h / 70 °C

3: 92 percent / LiAlH₄ / diethyl ether / 0.08 h / 20 °C

4: 96 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.17 h / 20 °C

5: aq. ethanol / 5 h / 100 °C

6: 44.1 mg / KOH / ethane-1,2-diol / 15 h / 100 °C

With potassium hydroxide; lithium aluminium tetrahydride; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; carbon tetrabromide; (+)-Fe(Me₅Cp)[2-(Ph₂PCH₂)-3,4-Me₂-phosphaCp]; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ethylene glycol;

DOI:10.1021/ja002471r

Reference yield:

ethyl 3-(4-methoxyphenyl)propynoate (51718-85-5) → (S)-4-(4-methoxyphenyl)-5-methylhexanoic acid (309271-62-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: CuI; MeLi / tetrahydrofuran; diethyl ether; various solvent(s) / 3 h / -78 - 20 °C

1.2: 45 percent / tetrahydrofuran; diethyl ether; various solvent(s) / -78 - 20 °C

2.1: LiAlH₄ / diethyl ether / 0.08 h / 0 - 20 °C

3.1: [Rh(cod)2]BF₄; (+)-Fe(Me₅Cp)[2-(Ph₂PCH₂)-3,4-Me₂-phosphaCp] / tetrahydrofuran / 48 h / 70 °C

4.1: 92 percent / LiAlH₄ / diethyl ether / 0.08 h / 20 °C

5.1: 96 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.17 h / 20 °C

6.1: aq. ethanol / 5 h / 100 °C

7.1: 44.1 mg / KOH / ethane-1,2-diol / 15 h / 100 °C

With potassium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; carbon tetrabromide; (+)-Fe(Me₅Cp)[2-(Ph₂PCH₂)-3,4-Me₂-phosphaCp]; methyllithium; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ethylene glycol;

DOI:10.1021/ja002471r

upstream raw materials:

ethyl (2RS,4S)-2-cyano-4-(4-methoxyphenyl)-5-methylhexanoate

2-(4-methoxyphenyl)-3-methylcrotonic acid

(S)-2-(4-methoxyphenyl)-3-methylbutyric acid

(2S)-2-(4-methoxyphenyl)-3-methylbutan-1-ol