tert-Butyl 2,8-diazaspiro[5.5]undecane-2-carboxylate

Name: tert-Butyl 2,8-diazaspiro[5.5]undecane-2-carboxylate
Brand: ChemScene
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CAS No. 954240-14-3
Cat. No. CS-D0623
Purity≥98%
MDL No.MFCD09701315

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tert-Butyl 2,8-diazaspiro[5.5]undecane-2-carboxylate|CS-D0623

Structure of 954240-14-3

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General Information

CAS No. 954240-14-3
Cat. No. CS-D0623
Purity ≥98%
MDL No. MFCD09701315
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₆N₂O₂
Molecular Weight 254.37
Synonym(s) tert-Butyl-2,8-diazaspiro[5.5]undecan-2-carboxylat
SMILES O=C(OC(C)(C)C)N(CCC1)CC21CNCCC2

Description

tert-Butyl 2,8-diazaspiro[5.5]undecane-2-carboxylate features a rigid spirocyclic scaffold with two nitrogen atoms positioned at key junctions, enabling precise stereocontrol in asymmetric synthesis. The tert-butyl ester group offers excellent stability and ease of deprotection under mild acidic conditions. This compound serves as a versatile chiral building block for medicinal chemistry applications, particularly in the development of macrocyclic inhibitors and bioactive small molecules.

Application

tert-Butyl 2,8-diazaspiro[5.5]undecane-2-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry, enabling the construction of constrained bicyclic systems with defined stereochemistry. The protected diamine functionality offers orthogonal reactivity, facilitating selective derivatization and incorporation into bioactive molecules. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for modular synthesis workflows.

Synthesis

Route1
- 1433194-67-2
- ~48%
- In-stock
  
  954240-14-3
References
- Weinberg, Kamil; Stoit, Axel; Kruse, Chris G.; Haddow, Mairi F.; Gallagher, Timothy Tetrahedron, 2013 , vol. 69, # 23 p. 4694 - 4707
Route2
- 180-50-7
- ~%
- In-stock
  
  954240-14-3
References
- Tetrahedron, , vol. 69, # 23 p. 4694 - 4707

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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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 Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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tert-Butyl 2,8-diazaspiro[5.5]undecane-2-carboxylate

CAS No. 954240-14-3

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