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
Molecule weight330.42
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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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

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.

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

Quality Control

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Computational Chemistry Data

TPSA 49.85
LogP 2.5544
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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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