2,4-Pentadienoic acid, 3-methyl-5-((1S,2S)-2-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)cyclopropyl)-, (2E,4E)-

Base Information

• Chemical Name: 2,4-Pentadienoic acid, 3-methyl-5-((1S,2S)-2-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)cyclopropyl)-, (2E,4E)-
• CAS No.: 220619-73-8
• Molecular Formula: C24H32O2
• Molecular Weight: 352.51000
• UNII: 877M97Z38Y
• Nikkaji Number: J1.056.239B
• Wikidata: Q27269803
• NCI Thesaurus Code: C74076
• Pharos Ligand ID: 3QWU2Q3JFRAV
• Metabolomics Workbench ID: 152901
• ChEMBL ID: CHEMBL75133
• Mol file: 220619-73-8.mol

Synonyms:AGN 194204;AGN-194204;AGN194204;NRX 194204;NRX-194204;NRX194204

Chemical Property of 2,4-Pentadienoic acid, 3-methyl-5-((1S,2S)-2-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)cyclopropyl)-, (2E,4E)-

Chemical Property:

• PSA: 37.30000
• LogP: 5.90030
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 352.240230259
• Heavy Atom Count: 26
• Complexity: 624

Purity/Quality:

97% ^*data from raw suppliers

AGN194204 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)O)C=CC1CC1(C)C2=CC3=C(C=C2)C(CCC3(C)C)(C)C
• Isomeric SMILES: C/C(=C\C(=O)O)/C=C/[C@@H]1C[C@]1(C)C2=CC3=C(C=C2)C(CCC3(C)C)(C)C
• Recent ClinicalTrials: Study of IRX4204 With Erlotinib in Previously Treated Advanced NSCLC
• Uses: iso IRX-A is used in the preparation of rexinoids and compositions containing them for immune modulation and treatment of cancer.

Technology Process of 2,4-Pentadienoic acid, 3-methyl-5-((1S,2S)-2-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)cyclopropyl)-, (2E,4E)-

There total 42 articles about 2,4-Pentadienoic acid, 3-methyl-5-((1S,2S)-2-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)cyclopropyl)-, (2E,4E)- 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: 82.0%

ethyl (2E,4E)-3-methyl-5-((1R,2S)-2-methyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopropyl)penta-2,4-dienoate → (2E,4E)-3-methyl-5-((1R,2S)-2-methyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopropyl)penta-2,4-dienoic acid (220619-73-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 22 ℃; for 24h;

DOI:10.1002/anie.201904994

Reference yield: 80.0%

(2E,4E)-3-Methyl-5-[(1R,2R)-2-methyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-cyclopropyl]-penta-2,4-dienoic acid ethyl ester (220619-89-6) → AGN 194277 (220619-73-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 24h;

DOI:10.1021/jm0100584

Reference yield: 78.0%

(2E,4E)-ethyl 3-methyl-5-((1S,2S)-2-methyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yI)cyclopropyl)penta-2,4-dienoate (220619-88-5) → 3,7-dimethyl-6(S),7(S)-methano, 7-[1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphth-7-yl]-2(E),4(E) heptadienoic acid (220619-73-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 24h;

DOI:10.1021/jm0100584

upstream raw materials:

(2E,4E)-3-Methyl-5-[(1R,2R)-2-methyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-cyclopropyl]-penta-2,4-dienoic acid ethyl ester

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

6-bromo-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene

6-ethynyl-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene