Methyl 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-YL)carbamoyl)benzoate

Base Information

• Chemical Name: Methyl 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-YL)carbamoyl)benzoate
• CAS No.: 94497-53-7
• Molecular Formula: C23H27NO3
• Molecular Weight: 365.472
• DSSTox Substance ID: DTXSID20545483
• Nikkaji Number: J3.257.011I
• Wikidata: Q72491119
• Mol file: 94497-53-7.mol

Synonyms:94497-53-7;METHYL 4-((5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)CARBAMOYL)BENZOATE;Methyl 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)carbamoyl]benzoate;METHYL4-((5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)CARBAMOYL)BENZOATE;Methyl 4-[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbamoyl]benzoate;CBBXAIYXFKPCMD-UHFFFAOYSA-N;SCHEMBL1615896;DTXSID20545483;MFCD12828201;BS-46668;E75501;Methyl 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl) carbamoyl]benzoate;N-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-terephthalamic acid methyl ester

Chemical Property of Methyl 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-YL)carbamoyl)benzoate

Chemical Property:

• Melting Point: 211-212 °C
• Boiling Point: 433.9 °C at 760 mmHg
• PKA: 12.87±0.60(Predicted)
• Flash Point: 216.2 °C
• PSA: 55.40000
• Density: 1.107 g/cm³
• LogP: 5.14750
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 365.19909372
• Heavy Atom Count: 27
• Complexity: 560

Purity/Quality:

97% ^*data from raw suppliers

METHYL 4-((5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)CARBAMOYL)BENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(C2=C1C=CC(=C2)NC(=O)C3=CC=C(C=C3)C(=O)OC)(C)C)C

Technology Process of Methyl 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-YL)carbamoyl)benzoate

There total 8 articles about Methyl 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-YL)carbamoyl)benzoate 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:

terephthaloyl chloride (100-20-9) + N-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-acetamide (139162-43-9) → methyl 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-carbamoyl]benzoate (94497-53-7)

Guidance literature:

With hydrogenchloride; phosphorus pentachloride; sodium hydrogencarbonate; 2,3-Dimethylaniline; In methanol; dichloromethane; water;

Reference yield:

2,5-dimethyl-2,5-hexanediol (110-03-2) → methyl 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-carbamoyl]benzoate (94497-53-7)

Guidance literature:

Multi-step reaction with 5 steps

1: conc. HCl, HCl gas / 0.25 h / 0 °C

2: 81.9 percent / AlCl₃ / 24 h / Heating

3: 49.9 percent / HNO₃, H₂SO₄ / 1 h / -10 °C

4: 48 percent / hydrogen / Pd/C / ethanol

5: 86.7 percent / pyridine / benzene / Ambient temperature

With pyridine; hydrogenchloride; aluminium trichloride; sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol; benzene;

DOI:10.1021/jm00119a021

Reference yield:

2,5-dichloro-2,5-dimethyl hexane (6223-78-5) → methyl 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-carbamoyl]benzoate (94497-53-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 81.9 percent / AlCl₃ / 24 h / Heating

2: 49.9 percent / HNO₃, H₂SO₄ / 1 h / -10 °C

3: 48 percent / hydrogen / Pd/C / ethanol

4: 86.7 percent / pyridine / benzene / Ambient temperature

With pyridine; aluminium trichloride; sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol; benzene;

DOI:10.1021/jm00119a021

upstream raw materials:

2,5-dimethyl-2,5-hexanediol

2,5-dichloro-2,5-dimethyl hexane

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene

1,1,4,4-tetramethyl-6-nitro-1,2,3,4-tetrahydro-naphthalene

Downstream raw materials:

3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carbamoyl]phenyl]propionic acid

(2E)-3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propenoic acid

5-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]benzyl]-2,2-dimethyl-1,3-dioxane-4,6-dione

3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-2,2-d₂