(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone

Base Information

• Chemical Name: (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone
• CAS No.: 234451-97-9
• Molecular Formula: C₁₆H₁₉NO
• Molecular Weight: 241.333
• Mol file: 234451-97-9.mol

Synonyms:(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone

Chemical Property of (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone

There total 2 articles about (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone 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:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 1-[(E)-(S)-1-Phenyl-ethylimino]-propan-2-one → (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone (234451-97-9)

Guidance literature:

With hydrogenchloride; In dichloromethane; at -78 - 20 ℃;

DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone (234451-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / H₂O / 0.5 h / 0 °C

2: HCl / CH₂Cl₂ / -78 - 20 °C

With hydrogenchloride; In dichloromethane; water; 1: Condensation / 2: Cycloaddition;

DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M

Reference yield: 95.0%

(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-methylketone (234451-97-9) → (1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-methylketone (234451-99-1)

Guidance literature:

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;

DOI:10.1002/(SICI)1521-3765(19990604)5:6<1692::AID-CHEM1692>3.0.CO;2-M

upstream raw materials:

cyclopenta-1,3-diene

(S)-1-phenyl-ethylamine

Downstream raw materials:

(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-methylketone

(1S,3R,4R)-2-[(S)-1-Phenylethylamino]-2-azabicyclo[2.2.1]heptane-3-(R)-methylmethanol