tert-Butyl 8-oxo-5-azaspiro[2.5]octane-5-carboxylate

Name: tert-Butyl 8-oxo-5-azaspiro[2.5]octane-5-carboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 143306-64-3
Cat. No. CS-0047426
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl 8-oxo-5-azaspiro[2.5]octane-5-carboxylate|CS-0047426

Structure of 143306-64-3

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General Information

CAS No. 143306-64-3
Cat. No. CS-0047426
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉NO₃
Molecular Weight 225.28
Synonym(s) None
SMILES O=C(N1CC2(CC2)C(CC1)=O)OC(C)(C)C

Description

tert-Butyl 8-oxo-5-azaspiro[2.5]octane-5-carboxylate is a sterically shielded spirocyclic scaffold featuring a ketone at C8 and a lactam nitrogen at position 5. This configuration enables direct incorporation into complex heterocycles, delivering structural rigidity and enhanced metabolic stability in medicinal chemistry applications.

Application

tert-Butyl 8-oxo-5-azaspiro[2.5]octane-5-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry, enabling efficient access to nitrogen-containing heterocycles via standard functional group manipulations. The ketone and ester functionalities tolerate diverse reaction conditions, supporting reductive amination, nucleophilic addition, and transition-metal-catalyzed coupling. Bench-stable and readily purified by chromatography, it functions effectively in multistep syntheses of complex scaffolds relevant to drug discovery.

Synthesis

Route1
- 79099-07-3
- In-stock
  
  25059-70-5
- ~25%
- In-stock
  
  143306-64-3
References
- SCHERING CORPORATION; BOYLE, Craig, D.; LANKIN, Claire, M.; SHAH, Unmesh, G.; GREENLEE, William, J.; CHACKALAMANNIL, Samuel Patent: WO2010/114957 A1, 2010 ; Location in patent: Page/Page column 64-65 ; WO 2010/114957 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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.61
LogP 1.9765
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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tert-Butyl 8-oxo-5-azaspiro[2.5]octane-5-carboxylate

CAS No. 143306-64-3

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