Benzoic acid, 4-(((8R)-5,6,7,8-tetrahydro-5,5-dimethyl-8-(((2S)-tetrahydro-2H-pyran-2-yl)oxy)-2-naphthalenyl)ethynyl)-, ethyl ester

Base Information

• Chemical Name: Benzoic acid, 4-(((8R)-5,6,7,8-tetrahydro-5,5-dimethyl-8-(((2S)-tetrahydro-2H-pyran-2-yl)oxy)-2-naphthalenyl)ethynyl)-, ethyl ester
• CAS No.: 226250-08-4
• Molecular Formula: C₂₈H₃₂O₄
• Molecular Weight: 432.56
• DSSTox Substance ID: DTXSID50177155
• Wikidata: Q83047465
• Mol file: 226250-08-4.mol

Synonyms:226250-08-4;Benzoic acid, 4-(((8R)-5,6,7,8-tetrahydro-5,5-dimethyl-8-(((2S)-tetrahydro-2H-pyran-2-yl)oxy)-2-naphthalenyl)ethynyl)-, ethyl ester;Ethyl 4-(((8R)-5,6,7,8-tetrahydro-5,5-dimethyl-8-(((2S)-tetrahydro-2H-pyran-2-yl)oxy)-2-naphthalenyl)ethynyl)benzoate;DTXSID50177155

Chemical Property of Benzoic acid, 4-(((8R)-5,6,7,8-tetrahydro-5,5-dimethyl-8-(((2S)-tetrahydro-2H-pyran-2-yl)oxy)-2-naphthalenyl)ethynyl)-, ethyl ester

Chemical Property:

• Vapor Pressure: 1.34E-12mmHg at 25°C
• Boiling Point: 560.6°Cat760mmHg
• Flash Point: 239.1°C
• Density: 1.16g/cm³
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 432.23005950
• Heavy Atom Count: 32
• Complexity: 693

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C#CC2=CC3=C(C=C2)C(CCC3OC4CCCCO4)(C)C
• Isomeric SMILES: CCOC(=O)C1=CC=C(C=C1)C#CC2=CC3=C(C=C2)C(CC[C@H]3O[C@H]4CCCCO4)(C)C

Technology Process of Benzoic acid, 4-(((8R)-5,6,7,8-tetrahydro-5,5-dimethyl-8-(((2S)-tetrahydro-2H-pyran-2-yl)oxy)-2-naphthalenyl)ethynyl)-, ethyl ester

There total 4 articles about Benzoic acid, 4-(((8R)-5,6,7,8-tetrahydro-5,5-dimethyl-8-(((2S)-tetrahydro-2H-pyran-2-yl)oxy)-2-naphthalenyl)ethynyl)-, ethyl ester 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:

ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate (166978-49-0) → 4-[(S)-5,5-Dimethyl-8-(tetrahydro-pyran-2-yloxy)-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-benzoic acid ethyl ester (226250-08-4,226250-10-8,226250-12-0,226250-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) (-)-DIP chloride^TM, 2.) diethanolamine / 1.) THF, -25 deg C, 72 h, 2.) Et₂O, room temperature, 2 h

2: p-TsOH / CH₂Cl₂ / 8 h / Ambient temperature

With toluene-4-sulfonic acid; 2,2'-iminobis[ethanol]; (-)-diisopinocamphenylborane chloride; In dichloromethane;

DOI:10.1016/S0968-0896(98)00212-0

Reference yield:

ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate (166978-49-0) → 4-[(R)-5,5-Dimethyl-8-(tetrahydro-pyran-2-yloxy)-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-benzoic acid ethyl ester (226250-08-4,226250-10-8,226250-12-0,226250-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) (-)-DIP chloride^TM, 2.) diethanolamine / 1.) THF, -25 deg C, 72 h, 2.) Et₂O, room temperature, 2 h

2: p-TsOH / CH₂Cl₂ / 8 h / Ambient temperature

With toluene-4-sulfonic acid; 2,2'-iminobis[ethanol]; (-)-diisopinocamphenylborane chloride; In dichloromethane;

DOI:10.1016/S0968-0896(98)00212-0

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) + 4-((R)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid ethyl ester (226250-05-1) → 4-[(R)-5,5-Dimethyl-8-(tetrahydro-pyran-2-yloxy)-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-benzoic acid ethyl ester (226250-08-4,226250-10-8,226250-12-0,226250-14-2)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 8h; Yield given; Ambient temperature;

DOI:10.1016/S0968-0896(98)00212-0

upstream raw materials:

3,4-dihydro-2H-pyran

4-((S)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid ethyl ester

ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate

4-((R)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid ethyl ester