Coumurrayin

Base Information

• Chemical Name: Coumurrayin
• CAS No.: 17245-25-9
• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.317
• Hs Code.: 2932209090
• Mol file: 17245-25-9.mol

Synonyms:2H-1-Benzopyran-2-one,5,7-dimethoxy-8-(3-methyl-2-butenyl)- (9CI); Coumarin, 5,7-dimethoxy-8-(3-methyl-2-butenyl)-(8CI); Coumurrayin

Chemical Property of Coumurrayin

Chemical Property:

• Vapor Pressure: 6.08E-08mmHg at 25°C
• Boiling Point: 440°Cat760mmHg
• Flash Point: 195.7°C
• PSA: 48.67000
• Density: 1.138g/cm³
• LogP: 3.31890

Purity/Quality:

Analysis control,HPLC≥98% ^*data from raw suppliers

Coumurrayin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Coumurrayin

There total 8 articles about Coumurrayin 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: 92.0%

5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one (53017-21-3) + methyl iodide (74-88-4) → coumurrayin (17245-25-9)

Guidance literature:

In acetone; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)82438-8

Reference yield: 91.0%

2-methyl-but-2-ene (513-35-9) + 8-allyl-5,7-dimethoxy-2H-chromen-2-one → coumurrayin (17245-25-9)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.8b00667

Reference yield: 79.0%

8-iodo-5,7-dimethoxy-2H-chromen-2-one (124044-94-6) + prenyl bromide (870-63-3) → coumurrayin (17245-25-9)

Guidance literature:

8-iodo-5,7-dimethoxy-2H-chromen-2-one; With isopropylmagnesium chloride; lithium chloride; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

prenyl bromide; With copper(l) iodide; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1021/acs.orglett.8b01817

upstream raw materials:

5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one

methyl iodide

5,7-diacetoxy-8-(3'-methyl-2'-butenyl)coumarin

2-methyl-but-2-ene

Downstream raw materials:

sibiricin

5,7-dimethoxy-8-(3'-methyl-2'-oxobutyl) coumarin

sibirinol

Refernces

• 1、 Murray et al.. "". . p. 243. Retrieved 1970.
• 2、 Murray, R. D. H.,Jorge, Z. D.. "EFFICIENT SYNTHESES OF THE COUMARINS, COUMURRAYIN, XANTHOXYLETIN AND TRACHYPHYLLIN". . p. 3403 - 3404. Retrieved 1983.
• 3、 Murray, R. D. H.,Jorge, Z. D.. "CLAISEN REARRANGEMENTS-XII SYNHESIS OF THE COUMARINS, 5-METHOXYSESELIN, TRACHYPHYLLIN, COUMURRAYIN AND XANTHOXYLETIN". . p. 3129 - 3132. Retrieved 2007/10/02.