3',4'-dihydro-3'-hydroxy-Xanthyletin

Base Information

• Chemical Name: 3',4'-dihydro-3'-hydroxy-Xanthyletin
• CAS No.: 5993-18-0
• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.263
• Mol file: 5993-18-0.mol

Synonyms:(+)-decursinol;smyrinol;Decursinol;

Chemical Property of 3',4'-dihydro-3'-hydroxy-Xanthyletin

Chemical Property:

• PSA: 59.67000
• LogP: 1.86740

Purity/Quality:

≥98% ^*data from raw suppliers

(±)-Prantschimgin >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3',4'-dihydro-3'-hydroxy-Xanthyletin

There total 48 articles about 3',4'-dihydro-3'-hydroxy-Xanthyletin 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: 95.0%

(-)-xanthyletin epoxide (382141-33-5) → decursinol (5993-18-0,15575-65-2,21860-31-1,23458-02-8)

Guidance literature:

With hydrogen; Lindlar's catalyst; In ethyl acetate; at 20 ℃; for 48h;

DOI:10.1016/S0040-4039(01)01652-5

Reference yield: 95.0%

(S)-7,8-dihydro-8,8-dimethyl-7-triethylsilyloxy-6H-pyrano[3,2-g]chromen-2-one (616241-75-9) → decursinol (5993-18-0,15575-65-2,21860-31-1,23458-02-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(00)01702-0

Reference yield: 84.0%

7-demethylsuberosin (21422-04-8) → decursinol (5993-18-0,15575-65-2,21860-31-1,23458-02-8)

Guidance literature:

With potassium peroxymonosulfate sulfate; In water; acetone; at 20 ℃; for 12h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1080/00397911.2020.1797812

upstream raw materials:

agasyllin

2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate

7-hydroxy-2H-chromen-2-one

7-[(4-methoxybenzyl)oxy]-2H-chromen-2-one

Downstream raw materials:

2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate

decursinol phenylthiocarbamate

decursinol angelate

8,8-dimethyl-6H-pyrano[3,2-g]chromen-2,7-dione 7-[O-cinnamoyl-oxime]

Refernces

• 1、 Kommera, Rajkumar,Bhimapaka, China Raju. "A simple and efficient approach for the preparation of dihydroxanthyletin, xanthyletin, decursinol and marmesin". supporting information. p. 3204 - 3211. Retrieved 2020/08/05.
• 2、 Ando, Tomomi,Nagumo, Mina,Ninomiya, Masayuki,Tanaka, Kaori,Linhardt, Robert J.,Koketsu, Mamoru. "Synthesis of coumarin derivatives and their cytoprotective effects on t-BHP-induced oxidative damage in HepG2 cells". supporting information. p. 2422 - 2425. Retrieved 2018/06/20.