acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique

Base Information

• Chemical Name: acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique
• CAS No.: 20013-34-7
• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.451
• Mol file: 20013-34-7.mol

Synonyms:acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique

Chemical Property of acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique

There total 15 articles about acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique 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: 69.0%

ethyl 14-carboxyretinoate (113089-08-0) → acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique (20013-34-7)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 2h; Heating;

DOI:10.1021/jm00401a011

Reference yield: 58.0%

2-[(4E,6E)-3-Benzenesulfonyl-1,5-dimethyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-4,6-dienylidene]-malonic acid diethyl ester (777916-02-6) → acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique (20013-34-7)

Guidance literature:

With potassium hydroxide; In isopropyl alcohol; at 20 ℃; for 27h;

DOI:10.1055/s-2004-834867

Reference yield:

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal (3917-41-7) → acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique (20013-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Triton B

2: aq. KOH / methanol

With potassium hydroxide; N-benzyl-trimethylammonium hydroxide; In methanol;

DOI:10.1016/j.bmcl.2004.06.002

upstream raw materials:

diethyl isopropylidenemalonate

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal

ethyl 14-carboxyretinoate

2-[(2E,4E,6E)-1,5-Dimethyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trien-(E)-ylidene]-malonic acid monomethyl ester

Downstream raw materials:

13-cis-retinoic acid

all-trans-retinoic-acid

2-((1E,3E,5E)-3,7-dimethylocta-1,3,5,7-tetraen-1-yl)-1,3,3-trimethylcyclohex-1-ene