(E,E,E)-7-(3,4-Dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-2,4,6-octatrienoic acid

Base Information

• Chemical Name: (E,E,E)-7-(3,4-Dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-2,4,6-octatrienoic acid
• CAS No.: 108695-25-6
• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.409
• Hs Code.: 2932999099
• Nikkaji Number: J893.733H
• Pharos Ligand ID: GV19KS5A4XZQ
• ChEMBL ID: CHEMBL35136
• Mol file: 108695-25-6.mol

Synonyms:108695-25-6;(E,E,E)-7-(3,4-Dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-2,4,6-octatrienoic acid;CHEMBL35136;(2E,4E,6E)-3,7-Dimethyl-7-(1,2,3,4-tetrahydro-4,4-dimethylchroman-6-yl)-2,4,6-heptatrienoic;2,4,6-Octatrienoic acid, 7-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-, (E,E,E)-;(2E,4E,6E)-7-(4,4-dimethyl-2,3-dihydrochromen-6-yl)-3-methylocta-2,4,6-trienoic acid;2,4,6-Octatrienoic acid, 7-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6 -yl)-3-methyl-, (E,E,E)-;SCHEMBL10408227;BDBM50066899;LS-98067;7-(4,4-Dimethyl-chroman-6-yl)-3-methyl-octa-2,4,6-trienoic acid;(2E,4E,6E)-7-(4,4-Dimethyl-chroman-6-yl)-3-methyl-octa-2,4,6-trienoic acid;(2E,4E,6E)-3-Methyl-7-[(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran)-6-yl]-2,4,6-octatrienoic acid;2,4,6-Octatrienoicacid,7-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-,(2E,4E,6E)-

Chemical Property of (E,E,E)-7-(3,4-Dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-2,4,6-octatrienoic acid

Chemical Property:

• Vapor Pressure: 1.2E-10mmHg at 25°C
• Boiling Point: 495.8°Cat760mmHg
• Flash Point: 174.3°C
• PSA: 46.53000
• Density: 1.074g/cm³
• LogP: 4.73710
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 312.17254462
• Heavy Atom Count: 23
• Complexity: 525

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-OCTATRIENOIC ACID, 7-(3,4-DIHYDRO-4,4-DIMETHYL-2H-1-BENZOPYRAN-6-YL)-3-METHYL-, (E,E,E)- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)O)C=CC=C(C)C1=CC2=C(C=C1)OCCC2(C)C
• Isomeric SMILES: C/C(=C\C(=O)O)/C=C/C=C(\C)/C1=CC2=C(C=C1)OCCC2(C)C

Technology Process of (E,E,E)-7-(3,4-Dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-2,4,6-octatrienoic acid

There total 6 articles about (E,E,E)-7-(3,4-Dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-methyl-2,4,6-octatrienoic 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: 45.3%

(2E,4E,6E)-7-(4,4-Dimethyl-chroman-6-yl)-3-methyl-octa-2,4,6-trienoic acid ethyl ester (108695-24-5) → 7-[4,4-Dimethylchroman-6-yl]-3,7-dimethyl-2,4,6-heptatrienoic acid (108695-25-6)

Guidance literature:

With potassium hydroxide; water; In ethanol; at 50 ℃; for 4h;

DOI:10.1021/jm00391a033

Reference yield:

ethyl (E)-3-formyl-2-butenoate (62054-49-3) → 7-[4,4-Dimethylchroman-6-yl]-3,7-dimethyl-2,4,6-heptatrienoic acid (108695-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 68.41 percent / n-butyllithium / diethyl ether; hexane / 2 h / Ambient temperature

2: 45.3 percent / KOH, water / ethanol / 4 h / 50 °C

With potassium hydroxide; n-butyllithium; water; In diethyl ether; ethanol; hexane;

DOI:10.1021/jm00391a033

Reference yield:

4,4-Dimethylchroman-6-yl Methyl Ketone (88579-19-5) → 7-[4,4-Dimethylchroman-6-yl]-3,7-dimethyl-2,4,6-heptatrienoic acid (108695-25-6)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 1 h

2: methanol / 2 h / Ambient temperature

3: 68.41 percent / n-butyllithium / diethyl ether; hexane / 2 h / Ambient temperature

4: 45.3 percent / KOH, water / ethanol / 4 h / 50 °C

With potassium hydroxide; n-butyllithium; water; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane;

DOI:10.1021/jm00391a033

upstream raw materials:

(2E,4E,6E)-7-(4,4-Dimethyl-chroman-6-yl)-3-methyl-octa-2,4,6-trienoic acid ethyl ester

ethyl (E)-3-formyl-2-butenoate

4,4-Dimethylchroman-6-yl Methyl Ketone

2-(4,4-Dimethyl-chroman-6-yl)-but-3-en-2-ol

Refernces

• 1、 -. "Heteroarotinoids as anticancer agents". . . Retrieved 2008/06/13.