N-Boc-9-Azabicyclo[3.3.1]nonan-3-one

Name: N-Boc-9-Azabicyclo[3.3.1]nonan-3-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 512822-27-4
Cat. No. CS-W006193
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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N-Boc-9-Azabicyclo[3.3.1]nonan-3-one|CS-W006193

Structure of 512822-27-4

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General Information

CAS No. 512822-27-4
Cat. No. CS-W006193
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁NO₃
Molecular Weight 239.31
Synonym(s) tert-butyl 7-oxo-9-azabicyclo[3.3.1]nonane-9-carboxylate
SMILES CC(C)(C)OC(=O)N1C2CCCC1CC(=O)C2

Description

N-Boc-9-Azabicyclo[3.3.1]nonan-3-one is a bench-stable, moisture-tolerant heterocyclic building block featuring a rigid bicyclic scaffold with a ketone functionality at the 3-position and a Boc-protected amine at the 9-position. This configuration enables direct incorporation into complex alkaloid syntheses and medicinal chemistry campaigns, where conformational constraint enhances target affinity.

Application

N-Boc-9-Azabicyclo[3.3.1]nonan-3-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of constrained nitrogen-containing scaffolds. The Boc group provides excellent stability and ease of removal under mild acidic conditions, while the ketone functionality supports selective reductions, enolizations, and nucleophilic additions. Its rigid bicyclic framework imparts conformational control, facilitating the development of targeted small-molecule candidates with improved metabolic stability and binding affinity.

Synthesis

Route1
- In-stock
  
  24424-99-5
- 72761-60-5
- ~93%
- In-stock
  
  512822-27-4
References
- WO2009/98209 A1, ; Page/Page column 16 ;
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  512822-27-4
References
- WO2006/97292 A1, ; Page/Page column 36-37 ;
Route3
- In-stock
  
  24424-99-5
- 4390-39-0
- ~%
- In-stock
  
  512822-27-4
References
- WO2006/92268 A1, ; Page/Page column 28 ; WO 2006/092268 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362-P501

Quality Control

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Computational Chemistry Data

TPSA 46.61
LogP 2.5075
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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N-Boc-9-Azabicyclo[3.3.1]nonan-3-one

CAS No. 512822-27-4

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