Pinoresinol diMethyl ether

Base Information

• Chemical Name: Pinoresinol diMethyl ether
• CAS No.: 25305-05-9
• Molecular Formula: C22H26O6
• Molecular Weight: 386.445
• Mol file: 25305-05-9.mol

Synonyms:Pinoresinol dimethyl ether;

Chemical Property of Pinoresinol diMethyl ether

Chemical Property:

• Boiling Point: 517.3±50.0 °C(Predicted)
• PSA: 55.38000
• Density: 1.173±0.06 g/cm3(Predicted)
• LogP: 3.79620

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pinoresinol diMethyl ether

There total 40 articles about Pinoresinol diMethyl ether 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: 90.0%

1-(3,4-dimethoxyphenyl)-1-(3-(3,4-dimethoxyphenyl)-2-propenyloxy)-2,3-epoxypropane (438581-68-1) → (+/-)-dimethylpinoresinol (526-06-7,4375-03-5,16499-02-8,25305-05-9,29106-36-3,38609-26-6,38759-91-0,60102-89-8)

Guidance literature:

1-(3,4-dimethoxyphenyl)-1-(3-(3,4-dimethoxyphenyl)-2-propenyloxy)-2,3-epoxypropane; With [Cp₂TiCl]; In tetrahydrofuran; at 60 ℃;

With iodine; In tetrahydrofuran; at 60 ℃; Further stages.;

DOI:10.1021/jo010857u

Reference yield: 57.0%

2,3-bis(hydroxymethyl)-1,4-bis(3,4-dimethoxyphenyl)butane-1,4-diol → eudesmin (25305-05-9)

Guidance literature:

With pyridine; dmap; methanesulfonyl chloride; at 0 - 20 ℃; for 40h;

DOI:10.1016/j.tet.2016.10.058

Reference yield: 55.0%

(3S,3aS,6S,6aS)-3,6-Bis-(3,4-dimethoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1,4-diol (911858-80-5) → eudesmin (526-06-7,4375-03-5,16499-02-8,25305-05-9,29106-36-3,38609-26-6,38759-91-0,60102-89-8)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.06.127

upstream raw materials:

methyl iodide

dimethyl sulfate

pinoresinol

diazomethane

Downstream raw materials:

(-)-pinoresinol

(+)-pinoresinol monomethyl ether

3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan

Veratric acid

Refernces

• 1、 Jung, Jae-Chul,Kim, Ju-Cheun,Moon, Hyung-In,Park, Oee-Sook. "Stereoselective total synthesis of furofuran lignans through dianion aldol condensation". . p. 6433 - 6437. Retrieved 2007/10/03.
• 2、 Waibel, Reiner,Benirschke, Gerd,Benirschke, Monika,Achenbach, Hans. "Sesquineolignans and other constituents from the seeds of Joannesia princeps". . p. 805 - 811. Retrieved 2007/10/03.