Dihydrodaidzein diacetate

Base Information

• Chemical Name: Dihydrodaidzein diacetate
• CAS No.: 81267-11-0
• Molecular Formula: C19H16 O6
• Molecular Weight: 340.332
• DSSTox Substance ID: DTXSID70432051
• Mol file: 81267-11-0.mol

Synonyms:Dihydrodaidzein diacetate;81267-11-0;4',7-Dihydroxyisoflavan-4-one diacetate;4',7-diacetoxyisoflavanone;SCHEMBL242978;DTXSID70432051;ZTHHHLXSEUUASE-UHFFFAOYSA-N;FT-0752410;[4-(7-acetyloxy-4-oxo-2,3-dihydrochromen-3-yl)phenyl] acetate

Chemical Property of Dihydrodaidzein diacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 522.844°C at 760 mmHg
• Flash Point: 231.534°C
• PSA: 78.90000
• Density: 1.293g/cm³
• LogP: 2.89610
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 340.09468823
• Heavy Atom Count: 25
• Complexity: 522

Purity/Quality:

96% ^*data from raw suppliers

(R,S)-2,3-DIHYDRODAIDZEIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C2COC3=C(C2=O)C=CC(=C3)OC(=O)C

Technology Process of Dihydrodaidzein diacetate

There total 5 articles about Dihydrodaidzein diacetate 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%

dihydrodaidzein (17238-05-0,37054-07-2,58865-02-4) + acetic anhydride (108-24-7) → 4',7-diacetoxyisoflavan-4-one (81267-11-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/acs.orglett.7b01218

Reference yield: 80.0%

daidzein diacetate (3682-01-7) → 4',7-diacetoxyisoflavan-4-one (81267-11-0)

Guidance literature:

With Celite; hydrogen; 5%-palladium/activated carbon; In ethyl acetate; at 20 ℃; for 72h;

Reference yield: 0.2%

daidzein diacetate (3682-01-7) → 4',7-diacetoxyisoflavan-4-one (81267-11-0) + O,O'-diacetyl tetrahydrodaidzein (457655-68-4,81267-09-6)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; hydrogen; palladium on activated charcoal; for 54h;

upstream raw materials:

daidzein diacetate

daidzein

dihydrodaidzein

acetic anhydride

Downstream raw materials:

dihydrodaidzein

cis-4',7-diacetoxyisoflavan-4-ol

C₁₉H₁₈O₆

Refernces

• 1、 -. "SYNTHESIS OF ISOFLAVANES AND INTERMEDIATES THEREOF". Page/Page column 25. . Retrieved 2016/04/20.
• 2、 Liepa, Andris J.. "A Synthesis of Hydroxylated Isoflavylium Salts and Their Reduction Products". . p. 2647 - 2655. Retrieved 2007/10/02.