tert-Butyl 6-oxo-3-azabicyclo[3.1.1]heptane-3-carboxylate

Name: tert-Butyl 6-oxo-3-azabicyclo[3.1.1]heptane-3-carboxylate
Brand: ChemScene
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CAS No. 1251013-26-9
Cat. No. CS-0058572
Molecule weight211.26
Purity≥97%
MDL No.MFCD17016750

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tert-Butyl 6-oxo-3-azabicyclo[3.1.1]heptane-3-carboxylate|CS-0058572

Structure of 1251013-26-9

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General Information

CAS No. 1251013-26-9
Cat. No. CS-0058572
Purity ≥97%
MDL No. MFCD17016750
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₃
Molecular Weight 211.26
Synonym(s) 3-Boc-6-oxo-3-aza-bicyclo[3.1.1]heptane
SMILES O=C(OC(C)(C)C)N(C1)C[C@H]2C([C@@H]1C2)=O

Description

tert-Butyl 6-oxo-3-azabicyclo[3.1.1]heptane-3-carboxylate features a rigid, strained bicyclic scaffold with a ketone and azabicyclo[3.1.1]heptane core, enabling direct incorporation into complex heterocyclic frameworks. This bench-stable, moisture-tolerant building block supports efficient access to nitrogen-rich scaffolds in medicinal chemistry and natural product synthesis.

Application

tert-Butyl 6-oxo-3-azabicyclo[3.1.1]heptane-3-carboxylate serves as a versatile bicyclic building block for medicinal chemistry, enabling efficient access to constrained heterocyclic scaffolds. The molecule features a stable ketone and ester functionality, with the azabicyclo[3.1.1]heptane core providing defined stereochemistry and rigidity. It facilitates reductive amination, nucleophilic addition, and transition-metal-catalyzed coupling reactions, offering excellent bench stability and straightforward purification—ideal for iterative synthesis of bioactive molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P261-P302+P352

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Computational Chemistry Data

TPSA 46.61
LogP 1.4423
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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tert-Butyl 6-oxo-3-azabicyclo[3.1.1]heptane-3-carboxylate

CAS No. 1251013-26-9

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