tert-Butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate

Name: tert-Butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate
Brand: ChemScene
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CAS No. 374795-42-3
Cat. No. CS-B0199
Purity≥96%
MDL No.MFCD13184458

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tert-Butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate|CS-B0199

Structure of 374795-42-3

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General Information

CAS No. 374795-42-3
Cat. No. CS-B0199
Purity ≥96%
MDL No. MFCD13184458
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₅NO₄
Molecular Weight 271.35
Synonym(s) 1-Oxa-9-azaspiro[5.5]undecane-9-carboxylic acid, 3-hydroxy-, 1,1-diMethylethyl ester
SMILES OC(CO1)CCC21CCN(C(OC(C)(C)C)=O)CC2

Description

tert-Butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate is a sterically hindered spirocyclic scaffold featuring a hydroxyl group and a protected carboxylic acid. This bench-stable, moisture-tolerant building block integrates readily into complex molecular architectures via functional group interconversion or selective derivatization, enabling efficient access to bioactive heterocycles in medicinal chemistry campaigns.

Application

tert-Butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry, enabling efficient access to complex heterocyclic scaffolds. The pendant hydroxyl group facilitates derivatization via esterification or ether formation, while the protected amine and spirocyclic core offer excellent stability and orthogonal reactivity. Its robustness under standard synthetic conditions supports scalable synthesis of bioactive molecules.

Synthesis

Route1
- 203662-51-5
- ~%
- In-stock
  
  374795-42-3
References
- Cernak, Timothy; Dykstra, Kevin; Levorse, Dorothy; Verras, Andreas; Balkovec, James; Nargund, Ravi; DeVita, Robert Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6457 - 6459
Route2
- 79099-07-3
- ~%
- In-stock
  
  374795-42-3
References
- Cernak, Timothy; Dykstra, Kevin; Levorse, Dorothy; Verras, Andreas; Balkovec, James; Nargund, Ravi; DeVita, Robert Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6457 - 6459

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 59
LogP 1.9274
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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tert-Butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate

CAS No. 374795-42-3

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