2-(3,4-Dimethoxyphenyl)-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one

Base Information

• Chemical Name: 2-(3,4-Dimethoxyphenyl)-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one
• CAS No.: 6515-24-8
• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.337
• DSSTox Substance ID: DTXSID201139595
• Wikidata: Q105157712
• Mol file: 6515-24-8.mol

Synonyms:DTXSID201139595;2-(3,4-Dimethoxyphenyl)-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one;6515-24-8

Chemical Property of 2-(3,4-Dimethoxyphenyl)-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 330.11033829
• Heavy Atom Count: 24
• Complexity: 441

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)C(C(O2)C3=CC(=C(C=C3)OC)OC)O

Technology Process of 2-(3,4-Dimethoxyphenyl)-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one

There total 8 articles about 2-(3,4-Dimethoxyphenyl)-2,3-dihydro-3-hydroxy-7-methoxy-4H-1-benzopyran-4-one 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: 93.0%

dimethyl sulfate (77-78-1) + (+/-)-2,3-trans-fustin (4382-36-9,6514-92-7,17654-28-3,20725-03-5,101849-13-2) → (+/-)-2,3-trans-3-hydroxy-3',4',7-trimethoxyflavan (6515-24-8,30655-10-8,35090-88-1,50403-06-0,54300-93-5,62849-06-3,55125-20-7)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Heating;

Reference yield: 72.0%

cis-3-hydroxy-3',4',7-trimethoxyflavanone dimethylacetal (139006-37-4) → (2S,3R)-2-(3,4-Dimethoxy-phenyl)-3-hydroxy-7-methoxy-chroman-4-one (6515-24-8,30655-10-8,35090-88-1,50403-06-0,54300-93-5,62849-06-3,55125-20-7)

Guidance literature:

With acetic acid; Ambient temperature;

Reference yield:

→ (+/-)-2,3-trans-3-hydroxy-3',4',7-trimethoxyflavan (6515-24-8,30655-10-8,35090-88-1,50403-06-0,54300-93-5,62849-06-3,55125-20-7)

Guidance literature:

With tetrachloromethane; bromine; Erwaermen des Reaktionsprodukts mit wss. Aceton und anschliessendes Erwaermen mit Natriumcarbonat-Loesung;

upstream raw materials:

dimethyl sulfate

(+/-)-2,3-trans-fustin

diazomethane

cis-3-hydroxy-3',4',7-trimethoxyflavanone dimethylacetal

Downstream raw materials:

(+/-)-3t,4t-Bis-benzoyloxy-2r-(3,4-dimethoxy-phenyl)-7-methoxy-chroman

(+/-)-mollisacacidin 7,3',4'-trimethyl ether

2-Hydroxy-6-methoxy-2-<3,4-dimethoxy-benzyl>-cumaran-3-on

(+/-)-gleditsin 7,3',4'-trimethyl ether