(±)-Dihydroguaiaretic Acid

Base Information

• Chemical Name: (±)-Dihydroguaiaretic Acid
• CAS No.: 121209-88-9
• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.424
• Mol file: 121209-88-9.mol

Synonyms:Phenol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis[2-methoxy-, (R*,R*)- (9CI)

Chemical Property of (±)-Dihydroguaiaretic Acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

(±)-DihydroguaiareticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (±)-Dihydroguaiaretic Acid is used in the synthesis of lignans, compounds, which show a broad range of biological activities.

Technology Process of (±)-Dihydroguaiaretic Acid

There total 22 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:

terameprocol

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

Refernces

• 1、 Wang, Qian,Yang, Yong,Li, Ying,Yu, Wei,Hou, Zi Jie. "An efficient method for the synthesis of lignans". . p. 6107 - 6112. Retrieved 2006.
• 2、 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.