retinoic acid radical anion

Base Information

• Chemical Name: retinoic acid radical anion
• CAS No.: 68070-34-8
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.441
• Mol file: 68070-34-8.mol

Synonyms:

Chemical Property of retinoic acid radical anion

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of retinoic acid radical anion

There total 80 articles about retinoic acid radical anion 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%

ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate (86708-67-0,24519-09-3) → 9-cis-retinoic acid (302-79-4,3555-80-4,4759-48-2,5300-03-8,5352-74-9,68070-34-8,68070-35-9,97950-17-9,98462-64-7,124510-04-9)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1055/s-2001-14908

Reference yield: 98.0%

ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate (86708-67-0,24519-09-3) + potassium hydroxide → 9-cis-retinoic acid (302-79-4,3555-80-4,4759-48-2,5300-03-8,5352-74-9,68070-34-8,68070-35-9,97950-17-9,98462-64-7,124510-04-9)

Guidance literature:

With water; In ethanol; at 50 ℃;

DOI:10.1039/b813760a

Reference yield: 83.0%

(2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester (24519-09-3) → 9-cis-retinoic acid (302-79-4,3555-80-4,4759-48-2,5300-03-8,5352-74-9,68070-34-8,68070-35-9,97950-17-9,98462-64-7,124510-04-9)

Guidance literature:

With potassium hydroxide; In ethanol; at 70 ℃; for 3h;

DOI:10.1021/jo952189g

upstream raw materials:

ethyl 3-methylbut-2-enoate

(2Z,4E)-3-methyl-5-[2,6,6-trimethylcyclohex-1-enyl]penta-2,4-dienal

9,13-di-cis-retinoic acid

diethyl 3-(ethoxycarbonyl)-3-methylprop-2-en-yl phosphate

Downstream raw materials:

9-cis-retinoic acid

[7t,9c,11t,13t]retinoic acid methyl ester

all-trans-retinoic-acid

13-cis-retinoic acid

Refernces

• 1、 Kahremany, Shirin,Kubas, Adam,Tochtrop, Gregory P.,Palczewski, Krzysztof. "Catalytic synthesis of 9-cis-retinoids: Mechanistic insights". supporting information. p. 10581 - 10595. Retrieved 2019/07/22.
• 2、 Suzuki, Masaaki,Takashima-Hirano, Misato,Ishii, Hideki,Watanabe, Chika,Sumi, Kengo,Koyama, Hiroko,Doi, Hisashi. "Synthesis of 11C-labeled retinoic acid, [11C]ATRA, via an alkenylboron precursor by Pd(0)-mediated rapid C-[11C] methylation". supporting information. p. 3622 - 3625. Retrieved 2014/07/22.