isoamericanol A

Base Information

• Chemical Name: isoamericanol A
• CAS No.: 366493-18-7
• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.337
• Mol file: 366493-18-7.mol

Synonyms:isoamericanol A

Chemical Property of isoamericanol A

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isoamericanol A

There total 5 articles about isoamericanol A 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: 60.0%

(E)-4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol (3598-26-3) → isoamericanol A (366493-18-7) + americanol A (119280-58-9,133838-65-0)

Guidance literature:

With dihydrogen peroxide; horseradish peroxidase; In 1,4-dioxane; phosphate buffer; at 20 ℃; for 0.5h; pH=6.0;

DOI:10.3987/com-01-s(k)24

Reference yield: 40.0%

3-(3,4-dihydroxy-phenyl)-6-(2-methoxycarbonyl-vinyl)-2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid methyl ester → isoamericanol A (366493-18-7)

Guidance literature:

3-(3,4-dihydroxy-phenyl)-6-(2-methoxycarbonyl-vinyl)-2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid methyl ester; With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 20 ℃; for 12h;

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2.5h;

DOI:10.3987/com-01-s(k)24

Reference yield:

caffeic acid (331-39-5,501-16-6) → isoamericanol A (366493-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 61 mg / horseradish peroxidase; hydrogen peroxide / dioxane; aq. phosphate buffer / 2 h / 20 °C / pH 6.0

2.1: 99 percent / methanol; hexane / 0.25 h / 20 °C

3.1: DIBAL / tetrahydrofuran; toluene / 12 h / 20 °C

3.2: 40 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / 0 °C

With dihydrogen peroxide; diisobutylaluminium hydride; horseradish peroxidase; In tetrahydrofuran; 1,4-dioxane; methanol; phosphate buffer; hexane; toluene;

DOI:10.3987/com-01-s(k)24

upstream raw materials:

isoamericanin A

(E)-4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol

caffeic acid

Downstream raw materials:

isoamericanol A tetraacetate

Refernces

• 1、 Fukuyama,Hasegawa,Toda,Kodama,Okazaki. "Structures of americanol A and isoamericanol A having a neurotrophic property from the seeds of Phytolacca americana". . p. 252 - 254. Retrieved 2007/10/02.