10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid methyl ester

Base Information

• Chemical Name: 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid methyl ester
• CAS No.: 58185-89-0
• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.471
• Mol file: 58185-89-0.mol

Synonyms:methyl 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoate

Chemical Property of 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid methyl ester

There total 5 articles about 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid methyl ester 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:

methyl 9-(2'-hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)nonanoate (58185-88-9) → methyl 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoate (58185-89-0)

Guidance literature:

With sodium tetrahydroborate; hydrogen; palladium on activated charcoal; Yield given. Multistep reaction;

DOI:10.1248/cpb.30.2797

Reference yield:

3,4,5-trimethoxytoluene (6443-69-2) → methyl 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoate (58185-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aluminum (III) chloride / nitrobenzene / 17 h / 0 - 20 °C / Inert atmosphere

1.2: 0.33 h / pH 1 - 2

2.1: hydrogenchloride; mercury dichloride; zinc / toluene; water / 72 h / Reflux

With hydrogenchloride; aluminum (III) chloride; mercury dichloride; zinc; In water; nitrobenzene; toluene;

Reference yield:

9-ethoxycarbonylnonanoic acid chloride (6946-46-9) → methyl 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoate (58185-89-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) AlCl₃, (ii) (hydrolysis)

2: hydrogenchloride

3: hydrogen; acetic acid / palladium on activated charcoal

With hydrogenchloride; hydrogen; acetic acid; palladium on activated charcoal;

upstream raw materials:

methyl 9-(2'-hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)nonanoate

9-ethoxycarbonylnonanoic acid chloride

3,4,5-trimethoxytoluene

9-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)nonanoic acid

Downstream raw materials:

11-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)-2-methylundecan-2-ol

C₂₁H₃₄O₄

2,3-dimethoxy-5-methyl-6-(9'-methoxycarbonylnonyl)-1,4-benzoquinone

C₂₁H₃₂O₅

Refernces

• 1、 Okamoto,Watanabe,Kawada,Goto,Ashida,Oda,Yajima,Imada,Morimoto. "Synthesis of quinones having carboxy- and hydroxy-alkyl side chains, and their effects on rat-liver lysosomal membrane.". . p. 2797 - 2819. Retrieved 2007/10/02.