tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate

Name: tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1198284-94-4
Cat. No. CS-W001325
Purity≥97%
MDL No.MFCD13191664

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate|CS-W001325

Structure of 1198284-94-4

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General Information

CAS No. 1198284-94-4
Cat. No. CS-W001325
Purity ≥97%
MDL No. MFCD13191664
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₄N₂O₃
Molecular Weight 268.35
Synonym(s) 9-Boc-2,9-DIAZASPIRO[5.5]UNDECAN-1-ONE
SMILES O=C(N1CCC2(CC1)CCCNC2=O)OC(C)(C)C

Description

tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate features a rigid spirocyclic core with dual nitrogen atoms and a carbonyl at the 1-position, delivering enhanced stability and controlled reactivity. This bench-stable, moisture-tolerant scaffold integrates readily into complex molecular architectures, enabling efficient access to constrained heterocycles in medicinal chemistry and synthetic methodology development.

Application

tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry and catalytic synthesis, enabling efficient access to nitrogen-containing heterocycles. Its robust tert-butyl ester facilitates straightforward deprotection, while the constrained spirocyclic core provides defined stereochemistry and enhanced metabolic stability. The molecule exhibits excellent bench stability and functional group tolerance, supporting diverse transformations including nucleophilic additions and transition-metal-catalyzed couplings in standard synthetic workflows.

Synthesis

Route1
- 1313236-57-5
- ~96%
- In-stock
  
  1198284-94-4
References
- NOVARTIS AG; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; CHAUDHARI, Vinod; COTESTA, Simona; HINRICHS, Juergen Hans-Hermann; OFNER, Silvio; PANDIT, Chetan; WAGNER, Juergen Patent: WO2011/76747 A1, 2011 ; Location in patent: Page/Page column 55-56 ; WO 2011/076747 A1
Route2
- In-stock
  
  142851-03-4
- ~%
- In-stock
  
  1198284-94-4
References
- Betschart, Claudia; Hintermann, Samuel; Behnke, Dirk; Cotesta, Simona; Fendt, Markus; Gee, Christine E.; Jacobson, Laura H.; Laue, Grit; Ofner, Silvio; Chaudhari, Vinod; Badiger, Sangamesh; Pandit, Chetan; Wagner, Juergen; Hoyer, Daniel Journal of Medicinal Chemistry, 2013 , vol. 56, # 19 p. 7590 - 7607

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 58.64
LogP 1.9137
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate

CAS No. 1198284-94-4

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