methyl (R)-5-(4-methylphenyl)hexanoate

Base Information

• Chemical Name: methyl (R)-5-(4-methylphenyl)hexanoate
• CAS No.: 958299-80-4
• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.312
• Mol file: 958299-80-4.mol

Synonyms:methyl (R)-5-(4-methylphenyl)hexanoate

Chemical Property of methyl (R)-5-(4-methylphenyl)hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (R)-5-(4-methylphenyl)hexanoate

There total 9 articles about methyl (R)-5-(4-methylphenyl)hexanoate 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: 67.0%

methyl (R)-5-(4-trifluoromethanesulfonyloxyphenyl)hexanoate + tetramethylstannane (594-27-4) → methyl (R)-5-(4-methylphenyl)hexanoate (958299-80-4)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 13h;

DOI:10.1248/cpb.55.1361

Reference yield:

Methyl (R)-5-Hydroxy-5-(p-tolyl)hexanoate → methyl (R)-5-(4-methylphenyl)hexanoate (958299-80-4) + (S)-5-(p-tolyl)hexanoic acid

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 16h; under 760.051 Torr; Overall yield = 94%; enantioselective reaction; Schlenk technique;

DOI:10.1021/acs.joc.7b00419

Reference yield:

(R)-5-(p-tolyl)hexanoic acid → methyl (R)-5-(4-methylphenyl)hexanoate (958299-80-4) + (S)-5-(p-tolyl)hexanoic acid

Guidance literature:

With sulfuric acid; In methanol; at 20 ℃; Overall yield = 100%; enantioselective reaction;

DOI:10.1021/acs.joc.7b00419

upstream raw materials:

tetramethylstannane

para-methylacetophenone

Downstream raw materials:

L-α-Curcumen

(R)-(-)-α-curcumene

Refernces

• 1、 Ehara, Takeru,Tanikawa, Shin,Ono, Machiko,Akita, Hiroyuki. "Synthesis of (R)-curcumene and (R)-xanthorrizol based on 1,2-aryl migration via phenonium ion". . p. 1361 - 1364. Retrieved 2008/03/11.