nordihydroguairetic acid

Base Information

• Chemical Name: nordihydroguairetic acid
• CAS No.: 1050512-02-1
• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.37
• Mol file: 1050512-02-1.mol

Synonyms:nordihydroguairetic acid

Chemical Property of nordihydroguairetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of nordihydroguairetic acid

There total 23 articles about nordihydroguairetic 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:

machilin A (110269-50-6) → nordihydroguairetic acid (1050512-02-1,27686-84-6,741285-10-9)

Guidance literature:

With phosphorus pentachloride; In dichloromethane; at 60 - 70 ℃; for 3h;

DOI:10.1016/S0031-9422(00)81847-6

Reference yield:

terameprocol (24150-24-1,927425-26-1) → nordihydroguairetic acid (1050512-02-1,27686-84-6,741285-10-9)

Guidance literature:

With hydrogen bromide;

DOI:10.1021/jo00799a605

Reference yield:

3,4-dimethoxyphenylacetone (776-99-8) → nordihydroguairetic acid (1050512-02-1,27686-84-6,741285-10-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / TiCl₄; Zn / tetrahydrofuran / 3 h / Heating

2: triethyl orthoformate; benzoic acid / 100 - 180 °C

3: 100 percent / H₂ / PtO₂ / ethyl acetate / 2.5 h

4: BBr₃ / CH₂Cl₂ / -78 - 20 °C

With hydrogen; boron tribromide; titanium tetrachloride; orthoformic acid triethyl ester; benzoic acid; zinc; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4039(01)01182-0

upstream raw materials:

machilin A

terameprocol

3,4-dimethoxyphenylacetone

C₂₂H₂₈O₄

Downstream raw materials:

terameprocol

(8R,8'S)-dihydroguaiaretic acid

meso-dihydroguaiaretic acid

meso-1,4-bis-(2-bromo-4,5-dimethoxy-phenyl)-2,3-dimethyl-butane

Refernces

• 1、 Yokosuka, Akihito,Matsuo, Yukiko,Jitsuno, Maki,Adachi, Kohei,Mimaki, Yoshihiro. "Larrealignans A and B, novel lignan glycosides from the aerial parts of Larrea tridentata". . p. 1467 - 1470. Retrieved 2011.
• 2、 Gezginci, Mikail H,Timmermann, Barbara N. "A short synthetic route to nordihydroguaiaretic acid (NDGA) and its stereoisomer using Ti-induced carbonyl-coupling reaction". . p. 6083 - 6085. Retrieved 2007/10/03.