1,3,7-Trihydroxy-2-prenylxanthone

Base Information

• Chemical Name: 1,3,7-Trihydroxy-2-prenylxanthone
• CAS No.: 20245-39-0
• Molecular Formula: C18H16O5
• Molecular Weight: 312.31700
• Hs Code.: 2932999099
• Mol file: 20245-39-0.mol

Synonyms:1,3,7-trichloro-naphthalene;1,3,7-Triaethyl-3,7-dihydro-purin-2,6-dion;1,3,7-Trichlor-naphthalin;2,6,8-Trichlor-naphthalin;1,3,7-triethyl xanthine;1,3,7-trichloronaphtalene;PCN 21;1,3,7-trihydroxy-2-prenylxanthone;1,3,7-Triaethylxanthin;Naphthalene,1,3,7-trichloro;1,3,7-triethyl-3,7-dihydro-purine-2,6-dione;1,3,7-trihydroxy-2-isoprenylxanthone;

Chemical Property of 1,3,7-Trihydroxy-2-prenylxanthone

Chemical Property:

• PSA: 90.90000
• LogP: 3.57170
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

1,3,7-Trihydroxy-2-Prenylxanthone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,7-Trihydroxy-2-prenylxanthone

There total 3 articles about 1,3,7-Trihydroxy-2-prenylxanthone 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: 55.0%

dimethylallyl diphosphate (358-72-5) + gentitein (529-49-7) → 1,3,7-trihydroxy-2-(3-methylbut-2-enyl)xanthone (20245-39-0)

Guidance literature:

With recombinant plant flavonoid prenyltransferase from Morus alba; magnesium chloride; In aq. buffer; at 30 ℃; for 16h; pH=9; regiospecific reaction; Kinetics; Enzymatic reaction;

DOI:10.1021/acs.jnatprod.6b00417

Reference yield: 20.0%

gentitein (529-49-7) + prenyl bromide (870-63-3) → 1,3,7-trihydroxy-2-(3-methylbut-2-enyl)xanthone (20245-39-0) + 1,3,7-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Guidance literature:

gentitein; prenyl bromide; With potassium hydroxide; In water; at 10 ℃; for 48h;

With hydrogenchloride; In water; regioselective reaction;

DOI:10.2174/1573406411208061012

Reference yield:

3,5-dihydroxyphenol (108-73-6) + 2,5-dihydroxybenzoic acid. (490-79-9) → 1,3,7-trihydroxy-2-(3-methylbut-2-enyl)xanthone (20245-39-0) + 1,3,7-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate; zinc(II) chloride / 3 h / 65 °C / Inert atmosphere

2: potassium hydroxide / water / 48 h / 10 °C

With potassium hydroxide; zinc(II) chloride; trichlorophosphate; In water;

DOI:10.2174/1573406411208061012

upstream raw materials:

gentitein

prenyl bromide

3,5-dihydroxyphenol

2,5-dihydroxybenzoic acid.

Refernces

• 1、 Zhang, Xiaojin,Li, Xiang,Tao, Lei,Gao, Yuan,Gong, Dandan,Xi, Meiyang,Xu, Xiaoli,Guo, Qinglong,You, Qidong,Ye, Suofu,Zhang, Yu,Meng, Huyan,Zhang, Mingqian,Gao, Wenlei. "Synthesis, SAR and biological evaluation of natural and non-natural hydroxylated and prenylated xanthones as antitumor agents". . p. 1012 - 1025,14. Retrieved 2012/12/12.