(1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

Base Information

• Chemical Name: (1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one
• CAS No.: 262279-88-9
• Molecular Formula: C₁₃H₁₄BrNO₂
• Molecular Weight: 296.164
• Mol file: 262279-88-9.mol

Synonyms:(1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

Chemical Property of (1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

There total 2 articles about (1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-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: 99.0%

(1R,4R,6S,7R)-6-acetoxy-7-bromo-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one (262279-86-7) → (1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one (262279-88-9)

Guidance literature:

With potassium carbonate; In methanol; for 2h;

DOI:10.1021/jm9904755

Reference yield:

(1R,4S)-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one (103065-89-0) → (1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one (262279-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 1,3-dibromo-5,5-dimethylhydantoin / 20 °C

2: 99 percent / aq. K₂CO₃ / methanol / 2 h

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; potassium carbonate; In methanol; 1: Substitution / 2: Hydrolysis;

DOI:10.1021/jm9904755

Reference yield: 88.0%

(1R,4R,6S,7R)-7-bromo-6-hydroxy-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one (262279-88-9) → (1S,4R,6S,7R)-2-benzyl-7-bromo-6-fluoro-2-azabicyclo[2.2.1]heptan-3-one (262279-90-3)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -80 - 20 ℃; for 10.5h;

DOI:10.1021/jm9904755

upstream raw materials:

(1R,4R,6S,7R)-6-acetoxy-7-bromo-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

(1R,4S)-2-benzyl-2-azabicyclo[2.2.1]heptan-3-one

Downstream raw materials:

(1S,4R,6S,7R)-2-benzyl-7-bromo-6-fluoro-2-azabicyclo[2.2.1]heptan-3-one

(1R,3S,4S)-3-amino-4-fluorocyclopentane-1-carboxylic acid

(1S,4R,6S)-2-benzyl-6-fluoro-2-azabicyclo[2.2.1]heptan-3-one