2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid

Name: 2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid
Brand: ChemScene
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CAS No. 220598-45-8
Cat. No. CS-0030237
Purity≥98%
MDL No.MFCD28501912

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2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid|CS-0030237

Structure of 220598-45-8

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Description

This azabicyclic carboxylic acid features a tert-butoxycarbonyl-protected amine within a strained bicyclic framework, enabling direct incorporation into peptide backbones. The rigid scaffold imparts conformational control, while the Boc group ensures stability and ease of deprotection under mild acidic conditions.

Application

2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid serves as a robust, bench-stable building block for the synthesis of constrained azabicyclic scaffolds. Its tert-butyl ester functionality enables straightforward deprotection under mild acidic conditions, while the bicyclic core imparts conformational rigidity ideal for medicinal chemistry exploration. The carboxylic acid group facilitates efficient coupling reactions, supporting diverse functionalization in peptide and small-molecule synthesis.

General Information

CAS No. 220598-45-8
Cat. No. CS-0030237
Purity ≥98%
MDL No. MFCD28501912
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₄
Molecular Weight 227.26
Synonym(s) 2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-4-carboxylic acid
SMILES O=C(C12CN(C(OC(C)(C)C)=O)C(C2)C1)O

Computational Chemistry Data

TPSA 66.84
LogP 1.4705
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid

CAS No. 220598-45-8

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