3-Pyridinecarboxylic acid, 6-((5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)thio)-

Base Information

• Chemical Name: 3-Pyridinecarboxylic acid, 6-((5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)thio)-
• CAS No.: 173156-98-4
• Molecular Formula: C21H25NO2S
• Molecular Weight: 355.4937
• DSSTox Substance ID: DTXSID90169534
• Nikkaji Number: J775.109E
• Wikidata: Q83039253
• Pharos Ligand ID: 5KP7JKGLHY8S
• ChEMBL ID: CHEMBL116886
• Mol file: 173156-98-4.mol

Synonyms:3-Pyridinecarboxylic acid, 6-((5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)thio)-;173156-98-4;6-((5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)thio)nicotinic acid;CHEMBL116886;SCHEMBL6031724;DTXSID90169534;BDBM50052962;AGN-192849;PD119158;LS-131047;6-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylsulfanyl)-nicotinic acid

Chemical Property of 3-Pyridinecarboxylic acid, 6-((5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)thio)-

Chemical Property:

• Vapor Pressure: 2.9E-11mmHg at 25°C
• Boiling Point: 511°Cat760mmHg
• Flash Point: 262.8°C
• Density: 1.2g/cm³
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 355.16060021
• Heavy Atom Count: 25
• Complexity: 504

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1SC3=NC=C(C=C3)C(=O)O)C(CCC2(C)C)(C)C

Technology Process of 3-Pyridinecarboxylic acid, 6-((5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)thio)-

There total 4 articles about 3-Pyridinecarboxylic acid, 6-((5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)thio)- 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: 84.0%

ethyl 6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)nicotinate → (3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl) (5-carboxypyrid-2-yl)sulfide (173156-98-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 50 ℃; for 34h;

DOI:10.1021/jm960386h

Reference yield:

ethyl 6-iodonicotinate (151917-39-4) → (3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl) (5-carboxypyrid-2-yl)sulfide (173156-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, 2.) CuI / 1.) HMPA, 50 deg C, 30 min, 2.) HMPA, a) 90 deg C, 5 h, b) RT, overnight

2: 84 percent / 2N aq. KOH / ethanol / 34 h / 50 °C

With potassium hydroxide; copper(l) iodide; sodium hydride; In ethanol;

DOI:10.1021/jm960386h

Reference yield:

5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalene thiol (122284-29-1) → (3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl) (5-carboxypyrid-2-yl)sulfide (173156-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, 2.) CuI / 1.) HMPA, 50 deg C, 30 min, 2.) HMPA, a) 90 deg C, 5 h, b) RT, overnight

2: 84 percent / 2N aq. KOH / ethanol / 34 h / 50 °C

With potassium hydroxide; copper(l) iodide; sodium hydride; In ethanol;

DOI:10.1021/jm960386h

upstream raw materials:

ethyl 6-iodonicotinate

5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalene thiol

Refernces

• 1、 -. "Composition containing at least one bicyclic aromatic compound and at least one lipophilic sunscreen, and uses thereof". . . Retrieved 2008/06/13.
• 2、 Beard, Richard L.,Colon, Diana F.,Song, Tae K.,Davies, Peter J. A.,Kochhar, Devendra M.,Chandraratna, Roshantha A. S.. "Synthesis and structure-activity relationships of retinoid X receptor selective diaryl sulfide analogs of retinoic acid". . p. 3556 - 3563. Retrieved 2007/10/03.