FUNGERIN

Base Information

• Chemical Name: FUNGERIN
• CAS No.: 185681-81-6
• Molecular Formula: C₁₃H₁₈N₂O₂
• Molecular Weight: 234.298
• Mol file: 185681-81-6.mol

Synonyms:2-Propenoicacid, 3-[1-methyl-5-(3-methyl-2-butenyl)-1H-imidazol-4-yl]-, methyl ester,(2E)- (9CI); 2-Propenoic acid,3-[1-methyl-5-(3-methyl-2-butenyl)-1H-imidazol-4-yl]-, methyl ester, (E)-;Fungerin; Fungerine

Chemical Property of FUNGERIN

Chemical Property:

• PSA: 44.12000
• LogP: 2.11500

Purity/Quality:

98%Min ^*data from raw suppliers

FUNGERIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FUNGERIN

There total 23 articles about FUNGERIN 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: 95.0%

(E)-3-[5-(3-Methyl-but-2-enyl)-1H-imidazol-4-yl]-acrylic acid methyl ester (213180-00-8) + methyl iodide (74-88-4) → 3-(1-methyl-5-(3-methylbut-2-en-1-yl)-1H-imidazole-4-yl)-2(E)-propenoic acid methyl ester (185681-81-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1016/S0040-4039(98)01203-9

Reference yield: 85.0%

3-(1-methyl-2-mercapto-5-(3-methylbut-2-en-1-yl)-1H-imidazole-4-yl)-2(E)-propenoic acid methyl ester → 3-(1-methyl-5-(3-methylbut-2-en-1-yl)-1H-imidazole-4-yl)-2(E)-propenoic acid methyl ester (185681-81-6)

Guidance literature:

With dihydrogen peroxide; acetic acid; In water; at 0 ℃; for 0.166667h; chemoselective reaction; Inert atmosphere;

DOI:10.1055/s-0036-1588324

Reference yield: 52.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 4-Iodo-1-methyl-5-(3-methyl-but-2-enyl)-1H-imidazole (213179-97-6) → 3-(1-methyl-5-(3-methylbut-2-en-1-yl)-1H-imidazole-4-yl)-2(E)-propenoic acid methyl ester (185681-81-6)

Guidance literature:

With triethylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 16h;

DOI:10.1016/S0040-4039(98)01203-9

upstream raw materials:

acrylic acid methyl ester

4-Iodo-1-methyl-5-(3-methyl-but-2-enyl)-1H-imidazole

(E)-3-[5-(3-Methyl-but-2-enyl)-1H-imidazol-4-yl]-acrylic acid methyl ester

methyl iodide

Refernces

• 1、 Przybyla, Daniel,Nubbemeyer, Udo. "4,5-Disubstituted N-Methylimidazoles as Versatile Building Blocks for Defined Side-Chain Introduction". . p. 695 - 703. Retrieved 2017/02/05.
• 2、 Benhida, Rachid,Lezama, Ruth,Fourrey, Jean-Louis. "First total synthesis of fungerin an antifungal alkaloid from fusarium sp.". . p. 5963 - 5964. Retrieved 2007/10/03.