dihydroguaiaretic acid

Base Information

• Chemical Name: dihydroguaiaretic acid
• CAS No.: 36469-60-0
• Molecular Formula: C20H26 O4
• Molecular Weight: 330.424
• Hs Code.: 2909500000
• Mol file: 36469-60-0.mol

Synonyms:Phenol,4,4'-(2,3-dimethyltetramethylene)bis[2-methoxy- (7CI); Dihydroguaiaretic acid

Chemical Property of dihydroguaiaretic acid

Chemical Property:

• Vapor Pressure: 3.68E-10mmHg at 25°C
• Boiling Point: 488.3°Cat760mmHg
• Flash Point: 249.1°C
• PSA: 58.92000
• Density: 1.121g/cm³
• LogP: 4.17240

Purity/Quality:

DIHYDROGUAIARETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dihydroguaiaretic Acid exhibits antibacterial activity against a gram negative bacterium. Also, it has various biological activities, including anti-oxidative, anti-inflammatory, antibacterial and neuroprotective effects.

Technology Process of dihydroguaiaretic acid

There total 23 articles about dihydroguaiaretic acid 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: 46.0%

meso-1,4-bis(4-benzyloxy-3-methoxyphenyl)-2,3-dimethyl-1,4-butanediol (1204225-52-4) → (8R,8'S)-dihydroguaiaretic acid (36469-60-0,121209-88-9,124649-78-1,66322-34-7)

Guidance literature:

With Pd(OH)2/C; hydrogen; In tetrahydrofuran; at 20 ℃; for 70h;

DOI:10.1271/bbb.90167

Reference yield:

C34H38O8S2 → (8R,8'S)-dihydroguaiaretic acid (36469-60-0,121209-88-9,124649-78-1,66322-34-7)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 12h; Reflux;

DOI:10.1016/j.bmc.2015.09.039

Reference yield:

Guaiaretsaeure → (8R,8'S)-dihydroguaiaretic acid (36469-60-0,121209-88-9,124649-78-1,66322-34-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.27.1583

upstream raw materials:

meso-1,4-bis-(4-acetoxy-3-methoxy-phenyl)-2,3-dimethyl-butane

nordihydroguairetic acid

dimethyl sulfate

(+/-)-secoisolariciresinol

Downstream raw materials:

meso-1,4-bis(4-acetoxy-3-methoxyphenyl)-(2R,3S)-dimethylbutane

Refernces

• 1、 Kawaguchi, Yuya,Yamauchi, Satoshi,Masuda, Kenta,Nishiwaki, Hisashi,Akiyama, Koichi,Maruyama, Masafumi,Sugahara, Takuya,Kishida, Taro,Kobal, Yojiro. "Antimicrobial activity of stereoisomers of butane-type lignans". experimental part. p. 1806 - 1810. Retrieved 2010/03/25.
• 2、 Andrés, José M.,Pedrosa, Rafael,Pérez-Encabo, Alfonso. "Diastereoselective ethynylation of chiral α-(dibenzylamino) aldehydes: Synthesis of meso- and homochiral C2-symmetrical 1,6-diamino-2,5-diols". . p. 3442 - 3450. Retrieved 2007/10/03.