EM-1421

Base Information

• Chemical Name: EM-1421
• CAS No.: 24150-24-1
• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.478
• Mol file: 24150-24-1.mol

Synonyms:EM-1421;M4N;TETRAMEPROCOL;TETRAMETHYL NDGA;TETRAMETHYL NORDIHYDROGUAIARETIC ACID;TMNDGA;Butane, 1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethyl-, meso-;Meso-tetramethoxy-4,4-(2,3-dimethyltetramethylene)dipyrocatechol

Chemical Property of EM-1421

Chemical Property:

• Melting Point: 101-102 °C
• Boiling Point: 458.5±40.0 °C(Predicted)
• PSA: 36.92000
• Density: 1.036±0.06 g/cm3(Predicted)
• LogP: 4.77840
• Storage Temp.: ?20°C
• Solubility.: DMSO: ≥10mg/mL

Purity/Quality:

98%Min ^*data from raw suppliers

Terameprocol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Terameprocol is a synthetic derivative of NDGA and non-selective lipoxygenase inhibitor.

Technology Process of EM-1421

There total 50 articles about EM-1421 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: 100.0%

C22H28O4 (278808-09-6) → terameprocol (24150-24-1,927425-26-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 2.5h;

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

Reference yield: 100.0%

C22H28O4 (278808-07-4) → 2,3-bis[(3,4-dimethoxyphenyl)methyl]butane (5701-82-6,24150-24-1,68930-18-7,119182-23-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 1h;

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

Reference yield: 91.0%

meso-2,3-bis[(3,4-dimethoxyphenyl)methyl]-butane-1,4-diol (156769-15-2) → terameprocol (24150-24-1,927425-26-1)

Guidance literature:

meso-2,3-bis[(3,4-dimethoxyphenyl)methyl]-butane-1,4-diol; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 23 ℃;

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Heating;

DOI:10.1039/c9sc02682g

upstream raw materials:

meso-1,4-bis-(toluene-4-sulfonyloxy)-2,3-diveratryl-butane

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

diazomethane

nordihydroguairetic acid

Downstream raw materials:

(6R,7S)-2,3,10,11-Tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydro-dibenzo[a,c]cyclooctene

(±)-isogalbulin

C₁₈H₂₂O₄

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

Refernces

• 1、 Woo, Won Sick,Shin, Kuk Hyun,Wagner, Hildebert,Lotter, Hermann. "THE STRUCTURE OF MACELIGNAN FROM MYRISTICA FRAGRANS". . p. 1542 - 1543. Retrieved 1987.
• 2、 Reyes-Melo, Karen,García, Abraham,Romo-Mancillas, Antonio,Garza-González, Elvira,Rivas-Galindo, Verónica M.,Miranda, Luis D.,Vargas-Villarreal, Javier,Favela-Hernández, Juan Manuel J.,Camacho-Corona, María del Rayo. "meso-Dihydroguaiaretic acid derivatives with antibacterial and antimycobacterial activity". . p. 5247 - 5259. Retrieved 2017/10/06.
• 3、 Yokosuka, Akihito,Matsuo, Yukiko,Jitsuno, Maki,Adachi, Kohei,Mimaki, Yoshihiro. "Larrealignans A and B, novel lignan glycosides from the aerial parts of Larrea tridentata". experimental part. p. 1467 - 1470. Retrieved 2012/01/13.