2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid

Name: 2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid
Brand: ChemScene
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CAS No. 1279894-35-7
Cat. No. CS-0078460
Purity≥98%
MDL No.None

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2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid|CS-0078460

Structure of 1279894-35-7

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Description

This bicyclic scaffold features a protected azabicyclo[2.1.1]hexane core with a tert-butoxycarbonyl group at the 2-position and a carboxylic acid at the 5-position, enabling direct incorporation into peptide synthesis or medicinal chemistry campaigns. The rigid, electron-deficient framework enhances conformational control in target molecules.

Application

2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid serves as a conformationally constrained, protected amino acid building block for medicinal chemistry and peptide synthesis. The bicyclic scaffold provides rigidity to modulate bioactive conformations, while the tert-butoxycarbonyl (Boc) group enables selective protection of the nitrogen. The carboxylic acid functionality facilitates standard coupling reactions, and the molecule exhibits excellent bench stability and ease of purification in routine synthetic workflows.

General Information

CAS No. 1279894-35-7
Cat. No. CS-0078460
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₄
Molecular Weight 227.26
Synonym(s) 2-Azabicyclo[2.1.1]hexane-2,5-dicarboxylic acid, 2-(1,1-dimethylethyl) ester
SMILES O=C(O)C1C2CN(C(OC(C)(C)C)=O)C1C2

Computational Chemistry Data

TPSA 66.84
LogP 1.3264
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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-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-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid

CAS No. 1279894-35-7

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