9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid

Base Information

• Chemical Name: 9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid
• CAS No.: 127613-71-2
• Molecular Formula: C₂₂H₂₆O₅
• Molecular Weight: 370.445
• Mol file: 127613-71-2.mol

Synonyms:9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid

Chemical Property of 9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid

There total 1 articles about 9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic 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: 70.0%

methyl ethyl β-methylglutaconate (131980-79-5) + 5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2(E),4(E)-pentadien-1-al (69877-38-9,419534-29-5) → 9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid (127613-71-2)

Guidance literature:

With sodium hydroxide; 1.) ethanol, water, 0 deg C, 4 h, 2.) reflux, 1 h;

Reference yield: 76.0%

9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid (127613-71-2) → 13-cis-Acitretin (69427-46-9,1067630-53-8,419534-31-9)

Guidance literature:

With 3,4-Lutidin; copper (I) acetate; for 2h; Heating;

Reference yield:

9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid (127613-71-2) → acitretin (54757-46-9,69427-46-9,69427-47-0,55079-83-9,1067630-53-8,419534-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / β,γ-lutidine, copper acetate / 2 h / Heating

2: 95 percent / I₂ / diethyl ether; benzene / 8 h / 20 °C

With 3,4-Lutidin; iodine; copper (I) acetate; In diethyl ether; benzene;

upstream raw materials:

methyl ethyl β-methylglutaconate

5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2(E),4(E)-pentadien-1-al

Downstream raw materials:

13-cis-Acitretin

(2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal

acitretin

9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid methyl ester