(-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene

Base Information

• Chemical Name: (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene
• CAS No.: 150576-70-8
• Molecular Formula: C₁₆H₁₇N
• Molecular Weight: 223.318
• Mol file: 150576-70-8.mol

Synonyms:(-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene

Chemical Property of (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene

There total 13 articles about (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene 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:

4-phenyl-2-tetralone (150402-73-6,14195-35-8) → (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene (150576-70-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 49 percent / NaBH₄ / methanol / Heating

2: pyridine / 120 h / 5 °C

3: aq. NaN₃ / dimethylformamide / 4 h / 45 - 50 °C

4: H₂ / 10percent Pd/C / CH₂Cl₂; propan-2-ol / 2327.2 Torr

With pyridine; sodium tetrahydroborate; sodium azide; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm00069a013

Reference yield:

(E)-1,4-diphenylbut-1-en-3-one (38661-84-6) → (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene (150576-70-8)

Guidance literature:

Multi-step reaction with 6 steps

1: polyphosphoric acid (PPA) / xylene / 0.33 h / Heating

2: 49 percent / NaBH₄ / methanol / Heating

3: pyridine / 120 h / 5 °C

4: aq. NaN₃ / dimethylformamide / 4 h / 45 - 50 °C

5: H₂ / 10percent Pd/C / CH₂Cl₂; propan-2-ol / 2327.2 Torr

With pyridine; sodium tetrahydroborate; sodium azide; PPA; Polyphosphoric acid (PPA); hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; xylene;

DOI:10.1021/jm00069a013

Reference yield:

1-phenyl-acetone (103-79-7,136675-26-8) → (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene (150576-70-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 58 percent / KOH

2: polyphosphoric acid (PPA) / xylene / 0.33 h / Heating

3: 49 percent / NaBH₄ / methanol / Heating

4: pyridine / 120 h / 5 °C

5: aq. NaN₃ / dimethylformamide / 4 h / 45 - 50 °C

6: H₂ / 10percent Pd/C / CH₂Cl₂; propan-2-ol / 2327.2 Torr

With pyridine; potassium hydroxide; sodium tetrahydroborate; sodium azide; PPA; Polyphosphoric acid (PPA); hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; xylene;

DOI:10.1021/jm00069a013

upstream raw materials:

4-phenyl-2-tetralone

(E)-1,4-diphenylbut-1-en-3-one

1-phenyl-3-hydroxy-1,2,3,4-tetrahydronaphthalene

benzaldehyde

Downstream raw materials:

[3H]-(-)-trans-H₂-PAT

Refernces

• 1、 Wyrick, Steven D.,Booth, Raymond G.,Myers, Andrew M.,Owens, Constance E.,Kula, Nora S.,et al.. "Synthesis and Pharmacological Evaluation of 1-Phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes as Ligands for a Novel Receptor with ?-like Neuromodulatory Activity". . p. 2542 - 2551. Retrieved 2007/10/02.