tert-Butyl 2-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

Name: tert-Butyl 2-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate
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CAS No. 417727-40-3
Cat. No. CS-0047508
Purity≥97%
MDL No.MFCD08693858

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tert-Butyl 2-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate|CS-0047508

Structure of 417727-40-3

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Description

tert-Butyl 2-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a rigid bicyclic scaffold with strategically positioned nitrogen atoms and a carbonyl group. This configuration enables direct incorporation into complex molecular architectures via nucleophilic displacement or reductive amination, facilitating efficient access to bioactive scaffolds in medicinal chemistry and asymmetric synthesis workflows.

Application

tert-Butyl 2-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate serves as a versatile scaffold for the synthesis of nitrogen-containing heterocycles, enabling efficient access to biologically relevant core structures. Its bench-stable nature and orthogonal reactivity facilitate selective functionalization at the C2 carbonyl and C8 ester positions, supporting diverse transformations including reductive amination, nucleophilic substitution, and cyclization reactions in standard organic workflows.

General Information

CAS No. 417727-40-3
Cat. No. CS-0047508
Purity ≥97%
MDL No. MFCD08693858
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈N₂O₃
Molecular Weight 226.27
Synonym(s) tert-Butyl 2-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate
SMILES O=C(OC(C)(C)C)N1C2C(NCC1CC2)=O

Computational Chemistry Data

TPSA 58.64
LogP 0.8843
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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 Pyrrolidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl 2-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

CAS No. 417727-40-3

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