11-cis-Acitretin

Base Information

• Chemical Name: 11-cis-Acitretin
• CAS No.: 1067630-53-8
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.436
• Mol file: 1067630-53-8.mol

Synonyms:

Chemical Property of 11-cis-Acitretin

Chemical Property:

Purity/Quality:

11-cis-Acitretin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 11-cis-Acitretin is a synthetic retinoid and the major metabolite of Etretinate (E938000).

Technology Process of 11-cis-Acitretin

There total 40 articles about 11-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

(3-trifluoromethoxyphenyl)-(all-trans)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid amide

(3-trifluoromethoxyphenyl)-(all-trans)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid amide

(2-trifluoromethoxyphenyl)-(all-trans)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid amide