2H-1-Benzopyran-2-one, 4-(3-hydroxy-4-methoxyphenyl)-5,7-dimethoxy-

Base Information

• Chemical Name: 2H-1-Benzopyran-2-one, 4-(3-hydroxy-4-methoxyphenyl)-5,7-dimethoxy-
• CAS No.: 88126-45-8
• Molecular Formula: C18H16O6
• Molecular Weight: 328.321

Synonyms:5,7,4'-trimethoxy-3'-hydroxy-4-phenylcoumarin;3'-hydroxy-5,7,4'-trimethoxy-4-phenylcoumarin;4-(3-Hydroxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-2-one;3'-hydroxy-4',5,7-trimethoxy-4-phenylcoumarin;4-(3'-hydroxy-4'-methoxyphenyl)-5,7-dimethoxycoumarin;

Chemical Property of 2H-1-Benzopyran-2-one, 4-(3-hydroxy-4-methoxyphenyl)-5,7-dimethoxy-

Chemical Property:

• Melting Point: 152 °C(Solv: chloroform (67-66-3); ethyl ether (60-29-7))
• Boiling Point: 556.2±50.0 °C(Predicted)
• PSA: 78.13000
• Density: 1.314±0.06 g/cm3(Predicted)
• LogP: 3.19140

Purity/Quality:

3''-Hydroxy-5,7,4''-trimethoxy-4-phenylcoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3''-Hydroxy-5,7,4''-trimethoxy-4-phenylcoumarin is one of 4-arylcoumarin analogs with ativity as cytotoxic agents, microtubule inhibitors, human topoisomerase inhibitors, apoptosis inducers and antiprotozoal activity.

Technology Process of 2H-1-Benzopyran-2-one, 4-(3-hydroxy-4-methoxyphenyl)-5,7-dimethoxy-

There total 15 articles about 2H-1-Benzopyran-2-one, 4-(3-hydroxy-4-methoxyphenyl)-5,7-dimethoxy- 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: 88.0%

C20H20O7 (1388149-03-8) → 3'-hydroxy-4',5,7-trimethoxy-4-phenyl-2H-1-benzopyran-2-one (88126-45-8)

Guidance literature:

With hydrogenchloride; In water; acetone; at 40 ℃; for 0.5h;

DOI:10.1007/s11172-011-0304-7

Reference yield: 76.0%

methyl 3-(4,6-dimethoxy-2-(methoxymethyl ether)-phenyl)propiolate (1092835-50-1) + [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid (900152-53-6) → 3'-hydroxy-4',5,7-trimethoxy-4-phenyl-2H-1-benzopyran-2-one (88126-45-8)

Guidance literature:

methyl 3-(4,6-dimethoxy-2-(methoxymethyl ether)-phenyl)propiolate; [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid; With copper (I) acetate; In methanol; at 28 ℃; for 6h; Inert atmosphere;

With hydrogenchloride; In methanol; for 6h; Inert atmosphere; Reflux;

DOI:10.1021/ol802239n

Reference yield: 74.0%

3'-benzyloxy-4',5,7-trimethoxy-4-phenyl-2H-1-benzopyran-2-one (243990-60-5) → 3'-hydroxy-4',5,7-trimethoxy-4-phenyl-2H-1-benzopyran-2-one (88126-45-8)

Guidance literature:

With hydrogen bromide; at 50 ℃; for 48h;

DOI:10.1021/jm030903d

upstream raw materials:

diazomethane

3',4'-dihydroxy-5,7-dimethoxy-4-phenylcoumarin

3'-benzyloxy-4',5,7-trimethoxy-4-phenyl-2H-1-benzopyran-2-one

4-(3'-acetoxy-4'-methoxyphenyl)-5,7-dimethoxycoumarin

Downstream raw materials:

5,7-Dimethoxy-4-(3,4-dimethoxyphenyl)-2H-1-benzopyran-2-one

dibenzyl [2-methoxy-5-(5,7-methoxy-2-oxochromen-4-yl)phenyl]phosphate

4-(3'-acetoxy-4'-methoxyphenyl)-5,7-dimethoxycoumarin

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