(3S)-3,4-Dihydro-7-methoxy-3-(4-methoxyphenyl)-2H-1-benzopyran

Base Information

• Chemical Name: (3S)-3,4-Dihydro-7-methoxy-3-(4-methoxyphenyl)-2H-1-benzopyran
• CAS No.: 3722-56-3
• Molecular Formula: C17H18 O3
• Molecular Weight: 270.328
• Hs Code.: 2932999099
• Mol file: 3722-56-3.mol

Synonyms:Isoflavan,4',7-dimethoxy-, (S)-(-)- (8CI)

Chemical Property of (3S)-3,4-Dihydro-7-methoxy-3-(4-methoxyphenyl)-2H-1-benzopyran

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 90-91°C
• Refractive Index: 1.563
• Boiling Point: 395.52°C at 760 mmHg
• Flash Point: 134.2°C
• PSA: 27.69000
• Density: 1.129g/cm³
• LogP: 3.42250
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate

Purity/Quality:

99%min ^*data from raw suppliers

(S)-4'',7-DimethylEquol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate for the synthesis of (S)-Equol Intermediate for the synthesis of (S)-Equol.

Technology Process of (3S)-3,4-Dihydro-7-methoxy-3-(4-methoxyphenyl)-2H-1-benzopyran

There total 26 articles about (3S)-3,4-Dihydro-7-methoxy-3-(4-methoxyphenyl)-2H-1-benzopyran 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: 99.0%

7-methoxy-3-(4-methoxyphenyl)-2H-chromene (4308-53-6) → (S)-7-methoxy-3-(4-methoxyphenyl)chromane (3722-56-3)

Guidance literature:

With C₄₂H₃₈IrNOP⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-); hydrogen; In dichloromethane; at 20 ℃; for 24h; under 7500.75 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/acs.orglett.7b02341

Reference yield: 97.0%

equol (531-95-3,221054-79-1) + methyl iodide (74-88-4) → (S)-7-methoxy-3-(4-methoxyphenyl)chromane (3722-56-3)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1039/c9cc06221a

Reference yield: 86.0%

(S)-2-(3-hydroxy-2-(4-methoxyphenyl)propyl)-5-methoxyphenol (225090-14-2) → (S)-7-methoxy-3-(4-methoxyphenyl)chromane (3722-56-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 6h; Reagent/catalyst; Inert atmosphere;

DOI:10.1016/j.tet.2018.03.004

upstream raw materials:

dimethyl sulfate

equol

(S)-2-(3-hydroxy-2-(4-methoxyphenyl)propyl)-5-methoxyphenol

(S)-3-(2-bromo-4-methoxyphenyl)-2-(4-methoxyphenyl)propan-1-ol

Downstream raw materials:

equol

(S)-7-methoxy-3-(4-methoxy-phenyl)-chroman-4-one

Refernces

• 1、 Yalamanchili, Chinni,Chittiboyina, Amar G.,Chandra Kumar Rotte, Sateesh,Katzenellenbogen, John A.,Helferich, William G.,Khan, Ikhlas A.. "A chiral pool approach for asymmetric syntheses of both antipodes of equol and sativan". . p. 2020 - 2029. Retrieved 2018/03/21.
• 2、 Lee, Ji-Woong,List, Benjamin. "Deracemization of α-aryl hydrocoumarins via catalytic asymmetric protonation of ketene dithioacetals". . p. 18245 - 18248. Retrieved 2013/01/15.