9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Manufacturer CAS No.: 81514-40-1

What is 9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Cas No.: 81514-40-1?

9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Cas No.: 81514-40-1 is a chemical compound with a bicyclic structure containing both oxygen and nitrogen atoms.

Chemical Structure

• Bicyclic System: The name indicates a bicyclic structure. The [3.3.1] part of the name refers to the number of atoms in the bridges of the bicyclic system, with the numbers denoting the lengths of the bridges connecting the two bridgehead carbons.
• 9-Benzyl: This refers to a benzyl group (a benzene ring attached to a CH₂ group) attached to the 9th position of the bicyclic system.
• 3-Oxa: An oxygen atom is part of the bicyclic system, located at the 3rd position.
• 9-Aza: A nitrogen atom is part of the bicyclic system, located at the 9th position.
• 7-One: There is a ketone (carbonyl group, C=O) at the 7th position.

Main Application

Pharmaceutical Intermediate:

The most common application of 9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one is as an intermediate in pharmaceutical synthesis.

Example:

• Opioid Synthesis: This compound is notably used in the synthesis of certain opioid analgesics. It serves as a key intermediate in the production of drugs like Buprenorphine.
  • Buprenorphine: Buprenorphine is a semi-synthetic opioid used in pain management and the treatment of opioid dependence. The bicyclic structure of 9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one is crucial in the formation of buprenorphine’s complex structure.

Mechanistic Role:

• Chiral Precursor: Due to its defined stereochemistry, we can use it in stereoselective synthesis, where the chirality of the molecule is essential in producing compounds with the desired biological activity.

Research:

• Chemical Research: It is also studied in chemical research for its unique structure and potential utility in creating new pharmacologically active compounds.

Summary:

In summary, we mainly use 9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one in the pharmaceutical industry, particularly in the synthesis of buprenorphine and potentially other complex organic molecules. Its unique bicyclic structure makes it a valuable intermediate in the production of therapeutically important drugs.