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

Name: tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
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CAS No. 227940-70-7
Cat. No. CS-W001507
Purity≥97%
MDL No.None

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tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate|CS-W001507

Structure of 227940-70-7

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Description

tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate features a rigid bicyclic scaffold with dual nitrogen heteroatoms and a ketone at the 9-position, enabling precise molecular architecture in complex synthesis. The benzyl group at C7 provides steric and electronic modulation, while the tert-butyl ester offers stability and convenient deprotection under standard conditions. This compound serves as a key intermediate for bioactive alkaloid and macrocyclic peptide analogs.

Application

tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate serves as a versatile scaffold for the synthesis of nitrogen-containing heterocycles, enabling efficient access to complex bicyclic architectures through selective reduction and functionalization. Its benzylic position allows for controlled manipulation, while the tert-butyl ester facilitates purification and stability during bench-scale operations. The molecule exhibits robust functional group tolerance and is compatible with standard coupling and cyclization protocols used in medicinal chemistry and process development workflows.

General Information

CAS No. 227940-70-7
Cat. No. CS-W001507
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₆N₂O₃
Molecular Weight 330.42
Synonym(s) 7-Benzyl-9-oxo-3,7-diaza-bicyclo3.3.1none-3-carboxylic acid tert-butyl ester
SMILES O=C(N1CC2CN(CC(C1)C2=O)Cc1ccccc1)OC(C)(C)C

Computational Chemistry Data

TPSA 49.85
LogP 2.5544
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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

CAS No. 227940-70-7

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