1,3,4,5-Tetrahydro-3-[[(1S)-1-phenylethyl]amino]-2H-1-benzazepin-2-one

Base Information

• Chemical Name: 1,3,4,5-Tetrahydro-3-[[(1S)-1-phenylethyl]amino]-2H-1-benzazepin-2-one
• CAS No.: 197658-51-8
• Molecular Formula: C₁₈H₂₀N₂O
• Molecular Weight: 280.37
• DSSTox Substance ID: DTXSID601154620
• Mol file: 197658-51-8.mol

Synonyms:DTXSID601154620;1,3,4,5-Tetrahydro-3-[[(1S)-1-phenylethyl]amino]-2H-1-benzazepin-2-one;197658-51-8

Chemical Property of 1,3,4,5-Tetrahydro-3-[[(1S)-1-phenylethyl]amino]-2H-1-benzazepin-2-one

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 280.157563266
• Heavy Atom Count: 21
• Complexity: 351

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC2CCC3=CC=CC=C3NC2=O
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)NC2CCC3=CC=CC=C3NC2=O

Technology Process of 1,3,4,5-Tetrahydro-3-[[(1S)-1-phenylethyl]amino]-2H-1-benzazepin-2-one

There total 1 articles about 1,3,4,5-Tetrahydro-3-[[(1S)-1-phenylethyl]amino]-2H-1-benzazepin-2-one 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: 93.0%

(S)-1-phenyl-ethylamine (2627-86-3) + 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-96-9) → 3-((S)-1-Phenyl-ethylamino)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (197658-51-8)

Guidance literature:

With propylene glycol; sodium carbonate; at 130 ℃; for 3.5h;

DOI:10.1021/jo971056n

Reference yield: 88.0%

3-((S)-1-Phenyl-ethylamino)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (197658-51-8) → (S)-3-((S)-1-Phenyl-ethylamino)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (197658-50-7)

Guidance literature:

With odorless mineral spirits; at 140 ℃; for 16h;

DOI:10.1021/jo971056n

Reference yield:

3-((S)-1-Phenyl-ethylamino)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (197658-51-8) → tert-butyl (3S)-3-amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetate (109010-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / odorless mineral spirits / 16 h / 140 °C

2: 1.) tetrabutylammonium hydrogen sulfate, 50percent NaOH, 3.) H₂ / 3.) 5percent Pd/C / 1.) toluene, 35 deg C, 1 h; 20 deg C, 16 h, 2.) toluene, 20 deg C, 1 h, 3.) EtOH, 60 deg C, 55 psi, 16 h

With sodium hydroxide; odorless mineral spirits; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; palladium on activated charcoal;

DOI:10.1021/jo971056n

upstream raw materials:

(S)-1-phenyl-ethylamine

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

Downstream raw materials:

(S)-3-((S)-1-Phenyl-ethylamino)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

tert-butyl (3S)-3-amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetate