Benzenehexadecanoic acid, 2-hydroxy-3,4-dimethoxy-6-methyl-

Base Information

• Chemical Name: Benzenehexadecanoic acid, 2-hydroxy-3,4-dimethoxy-6-methyl-
• CAS No.: 77712-15-3
• Molecular Formula: C25H42O5
• Molecular Weight: 422.605
• Mol file: 77712-15-3.mol

Synonyms:

Chemical Property of Benzenehexadecanoic acid, 2-hydroxy-3,4-dimethoxy-6-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenehexadecanoic acid, 2-hydroxy-3,4-dimethoxy-6-methyl-

There total 6 articles about Benzenehexadecanoic acid, 2-hydroxy-3,4-dimethoxy-6-methyl- 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:

toluene-4-sulfonic acid hydrazide (1576-35-8) + 16-(3,4-dimethoxy-2-hydroxy-6-methylphenyl)-7-oxohexadecanoic acid (77712-14-2) → 16-(3,4-dimethoxy-2-hydroxy-6-methylphenyl)hexadecanoic acid (77712-15-3)

Guidance literature:

With sodium chloride; sodium cyanoborohydride; toluene-4-sulfonic acid; In N-methyl-acetamide; sulfolane; chloroform; cyclohexane; Petroleum ether;

Reference yield:

10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoic acid (58185-85-6) → 16-(3,4-dimethoxy-2-hydroxy-6-methylphenyl)hexadecanoic acid (77712-15-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 95.6 percent / conc. H₂SO₄ / 1.5 h / Ambient temperature

2: 91.8 percent / (COCl)2 / benzene / 1 h / 50 °C

3: 1) Et₃N, 2) 6M aq. HCl / 1) CHCl₃, room temperature, 2) CHCl₃, reflux

4: 4M aq.NaOH / ethanol / Heating

5: 1) p-toluenesulfonohydrazide, p-toluenesulfonic acid, 2) NaBH₃CN / 1) DMF-sulfolane-cyclohexane, 100 deg C, 5 min, 2) 100 deg C, 20 min

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; sulfuric acid; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; toluene-4-sulfonic acid hydrazide; In ethanol; benzene;

DOI:10.1246/bcsj.57.3182

Reference yield:

10-(2-acetoxy-3,4-dimethoxy-6-methylphenyl)decanoyl chloride (77711-97-8) → 16-(3,4-dimethoxy-2-hydroxy-6-methylphenyl)hexadecanoic acid (77712-15-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Et₃N, 2) 6M aq. HCl / 1) CHCl₃, room temperature, 2) CHCl₃, reflux

2: 4M aq.NaOH / ethanol / Heating

3: 1) p-toluenesulfonohydrazide, p-toluenesulfonic acid, 2) NaBH₃CN / 1) DMF-sulfolane-cyclohexane, 100 deg C, 5 min, 2) 100 deg C, 20 min

With hydrogenchloride; sodium hydroxide; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; toluene-4-sulfonic acid hydrazide; In ethanol;

DOI:10.1246/bcsj.57.3182

upstream raw materials:

16-(3,4-dimethoxy-2-hydroxy-6-methylphenyl)-7-oxohexadecanoic acid

10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoic acid

10-(2-acetoxy-3,4-dimethoxy-6-methylphenyl)decanoyl chloride

10-(2-acetoxy-3,4-dimethoxy-6-methylphenyl)decanoic acid

Refernces

• 1、 Kobayashi,Fukuda,Yukimasa,et al.. "Synthesis, and the adjuvant and tumor-suppressive activities of quinonyl muramyl dipeptides". . p. 3182 - 3196. Retrieved 2007/10/02.