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

Name: tert-Butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate
Brand: ChemScene
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CAS No. 1023595-19-8
Cat. No. CS-D0621
Purity≥98%
MDL No.MFCD10700117

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tert-Butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate|CS-D0621

Structure of 1023595-19-8

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General Information

CAS No. 1023595-19-8
Cat. No. CS-D0621
Purity ≥98%
MDL No. MFCD10700117
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₆N₂O₂
Molecular Weight 254.37
Synonym(s) 2,9-Diazaspiro[5.5]undecane-9-carboxylic acid tert-butyl ester
SMILES O=C(OC(C)(C)C)N(CC1)CCC21CNCCC2

Description

tert-Butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate is a sterically hindered spirocyclic diamine scaffold featuring a protected amine at the 9-position. This bench-stable, moisture-tolerant compound integrates readily into medicinal chemistry campaigns requiring rigid, nitrogen-rich frameworks for targeted receptor engagement and improved metabolic stability.

Application

tert-Butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry and catalytic synthesis. The protected diamine functionality enables selective functionalization and orthogonal reactivity in multistep sequences. Its robust tert-butyl ester group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. This compound functions effectively in the construction of complex heterocycles and serves as a key building block in the development of constrained macrocyclic architectures.

Synthesis

Route1
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References
- WO2014/15495 A1, ; Page/Page column 36 ;
Route2
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  123855-51-6
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- In-stock
  
  1023595-19-8
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 24, # 2 p. 565 - 570
Route3
- In-stock
  
  137076-22-3
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  1023595-19-8
References
- WO2014/15495 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

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Computational Chemistry Data

TPSA 41.57
LogP 2.3871
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

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

CAS No. 1023595-19-8

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