9-cis Acitretin

Base Information

• Chemical Name: 9-cis Acitretin
• CAS No.: 419534-31-9
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.436
• Mol file: 419534-31-9.mol

Synonyms:9-cis Acitretin;

Chemical Property of 9-cis Acitretin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 521.31 °C at 760 mmHg
• Flash Point: 180.275 °C
• PSA: 46.53000
• Density: 1.052 g/cm³
• LogP: 5.16700

Purity/Quality:

99% ^*data from raw suppliers

9-cisAcitretin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A geometrical isomer of Acitretin

Technology Process of 9-cis Acitretin

There total 41 articles about 9-cis Acitretin 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%

13-cis-Acitretin (69427-46-9,1067630-53-8,419534-31-9) → acitretin (54757-46-9,69427-46-9,69427-47-0,55079-83-9,1067630-53-8,419534-31-9)

Guidance literature:

With iodine; In diethyl ether; benzene; at 20 ℃; for 8h;

Reference yield: 94.0%

3,7-dimethyl-7-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-nona-2,4,8-trienoic acid → acitretin (54757-46-9,69427-46-9,69427-47-0,55079-83-9,1067630-53-8,419534-31-9)

Guidance literature:

With iodine; toluene-4-sulfonic acid; 1.) methylene dichloride, reflux, 15 min; 2.) diethyl ether/benzene, rt, 7 h;

DOI:10.1016/0040-4020(95)00114-N

Reference yield: 88.5%

isobutyl ester of (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid → acitretin (54757-46-9,69427-46-9,69427-47-0,55079-83-9,1067630-53-8,419534-31-9)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.75h; Heating;

DOI:10.1007/BF02218431

upstream raw materials:

13-cis-Acitretin

2-[(2E,4E,6E)-7-(4-Methoxy-2,3,6-trimethyl-phenyl)-1,5-dimethyl-hepta-2,4,6-trienylidene]-malonic acid

methyl ethyl β-methylglutaconate

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

Downstream raw materials:

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

(2Z,4E,6E,8E)-9-(4-Methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid methyl ester

Refernces

• 1、 -. "Novel isomerization method of acitretin". Paragraph 0059-0070. . Retrieved 2018/10/19.
• 2、 -. "STEREOSPECIFIC SYNTHESIS PROCESS FOR TRETINOIN COMPOUNDS". Paragraph 0045; 0046. . Retrieved 2014/04/03.