tert-Butyl 7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylate

Name: tert-Butyl 7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylate
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CAS No. 926659-01-0
Cat. No. CS-0048131
Purity≥97%
MDL No.MFCD23106404

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylate|CS-0048131

Structure of 926659-01-0

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General Information

CAS No. 926659-01-0
Cat. No. CS-0048131
Purity ≥97%
MDL No. MFCD23106404
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₀N₂O₃
Molecular Weight 240.30
Synonym(s) 7-Oxo-3,9-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester
SMILES O=C1C[C@@H](N2)CN(C(OC(C)(C)C)=O)C[C@@H]2C1

Description

tert-Butyl 7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylate features a rigid bicyclic core with two nitrogen atoms at strategic positions, enabling precise stereocontrol in asymmetric synthesis. The carbamate group offers convenient deprotection under mild acidic conditions, while the ketone moiety serves as a key electrophilic handle for C–C bond formation. This scaffold combines structural rigidity with functional versatility, making it valuable in the development of complex heterocyclic compounds and bioactive molecules.

Application

tert-Butyl 7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylate serves as a versatile scaffold for constructing nitrogen-containing heterocycles, enabling efficient access to complex bicyclic frameworks through selective reductions and functionalizations. Its oxo group at C7 and tert-butyl ester at C3 provide orthogonal reactivity, facilitating downstream transformations with high chemoselectivity. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

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-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 58.64
LogP 0.9268
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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tert-Butyl 7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylate

CAS No. 926659-01-0

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