Daidzein diacetate

Base Information

• Chemical Name: Daidzein diacetate
• CAS No.: 3682-01-7
• Molecular Formula: C19H14 O6
• Molecular Weight: 338.317
• Hs Code.: 2915390090
• DSSTox Substance ID: DTXSID80438726
• Nikkaji Number: J583.379E
• Wikidata: Q82254544
• Mol file: 3682-01-7.mol

Synonyms:Daidzein diacetate;3682-01-7;[4-(7-acetyloxy-4-oxochromen-3-yl)phenyl] acetate;4-(7-Acetoxy-4-oxo-4H-chromen-3-yl)phenyl acetate;SCHEMBL1724568;DTXSID80438726;OHNNFNBOPWLDFH-UHFFFAOYSA-N;4',7-Tetrahydrodaidzein diacetate;HY-N4204;MFCD11044311;AKOS027447830;CS-0032423;FT-0665447

Chemical Property of Daidzein diacetate

Chemical Property:

• PSA: 82.81000
• LogP: 3.31060
• Solubility.: Dimethyl sulfoxide, Hot Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 338.07903816
• Heavy Atom Count: 25
• Complexity: 573

Purity/Quality:

98.5% ^*data from raw suppliers

Daidzein Diacetate ^*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)C2=COC3=C(C2=O)C=CC(=C3)OC(=O)C
• Uses: Protected Daidzein (D103500).

Technology Process of Daidzein diacetate

There total 8 articles about Daidzein 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: 98.0%

daidzein (486-66-8) + acetic anhydride (108-24-7) → daidzein diacetate (3682-01-7)

Guidance literature:

daidzein; acetic anhydride; at 60 ℃; for 0.166667h;

With pyridine; at 60 ℃; for 0.0833333h;

DOI:10.3390/molecules25030636

Reference yield:

2,4,4'-trihydroxy deoxybenzoin (17720-60-4,423150-69-0) → daidzein diacetate (3682-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / Einleiten von Chlorwasserstoff und Erhitzen des Reaktionsprodukts mit Wasser

2: sodium acetate

With diethyl ether; sodium acetate;

Reference yield:

recorcinol (108-46-3) → daidzein diacetate (3682-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / 110 °C

2: piperidine / pyridine / Heating

3: pyridine

With piperidine; boron trifluoride diethyl etherate; In pyridine;

DOI:10.1016/j.tetlet.2012.09.117 DOI:10.1016/j.tetlet.2012.09.117

upstream raw materials:

daidzein

acetic anhydride

2,4,4'-trihydroxy deoxybenzoin

7-hydroxy-3-(4-aminophenyl)-4H-benzopyran-4-one

Downstream raw materials:

4',7-diacetoxyisoflavan-4-one

O,O'-diacetyl tetrahydrodaidzein

7-hydroxy-3-(4-acetoxyphenyl)-4H-chromen-4-one

Daidzein O₇-glucuronide

Refernces

• 1、 Wang, Jiawang,Zhao, Jianhong,Gong, Hegui. "Nickel-catalyzed methylation of aryl halides/tosylates with methyl tosylate". supporting information. p. 10180 - 10183. Retrieved 2017/09/23.
• 2、 -. "Synthetic method for equol". Paragraph 0055; 0056. . Retrieved 2016/10/10.