tert-Butyl 6-oxo-3-azabicyclo[3.2.0]heptane-3-carboxylate

Name: tert-Butyl 6-oxo-3-azabicyclo[3.2.0]heptane-3-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 663172-80-3
Cat. No. CS-0047663
Purity≥97%
MDL No.MFCD12911861

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Excepted Quantity	$0.00
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tert-Butyl 6-oxo-3-azabicyclo[3.2.0]heptane-3-carboxylate|CS-0047663

Structure of 663172-80-3

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Description

tert-Butyl 6-oxo-3-azabicyclo[3.2.0]heptane-3-carboxylate features a rigid bicyclic scaffold with a ketone and tertiary ester, enabling direct functionalization at the C6 position. This bench-stable, moisture-tolerant intermediate supports efficient access to nitrogen-containing heterocycles in medicinal chemistry and natural product synthesis.

Application

tert-Butyl 6-oxo-3-azabicyclo[3.2.0]heptane-3-carboxylate serves as a versatile bicyclic scaffold for the synthesis of nitrogen-containing heterocycles, enabling efficient access to strained ring systems via Michael addition, reductive amination, and cycloaddition protocols. Its tert-butyl ester group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The ketone functionality supports diverse transformations including enolate formation and nucleophilic additions, making it a practical building block in medicinal chemistry and natural product synthesis.

General Information

CAS No. 663172-80-3
Cat. No. CS-0047663
Purity ≥97%
MDL No. MFCD12911861
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₃
Molecular Weight 211.26
Synonym(s) tert-butyl 6-oxo-3-aza-bicyclo[3.2.0]heptane-3-carboxylate
SMILES O=C(C1)C2C1CN(C(OC(C)(C)C)=O)C2

Computational Chemistry Data

TPSA 46.61
LogP 1.4423
H_Acceptors 3
H_Donors 0
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 Fatty ring compounds Cyclobutane compounds

Key Words

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tert-Butyl 6-oxo-3-azabicyclo[3.2.0]heptane-3-carboxylate

CAS No. 663172-80-3

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