3-((tert-Butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid

Name: 3-((tert-Butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid
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CAS No. 303752-38-7
Cat. No. CS-W000155
Purity≥97%
MDL No.MFCD09971715

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3-((tert-Butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid|CS-W000155

Structure of 303752-38-7

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General Information

CAS No. 303752-38-7
Cat. No. CS-W000155
Purity ≥97%
MDL No. MFCD09971715
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₄
Molecular Weight 227.26
Synonym(s) N-Boc-3-aminobicyclo[1.1.1]pentane-1-carboxylic acid
SMILES OC(C1(C2)CC2(NC(OC(C)(C)C)=O)C1)=O

Description

This bicyclic amino acid derivative features a tert-butoxycarbonyl-protected amine and a carboxylic acid group on the rigid [1.1.1]bicycloalkane scaffold, enabling stable incorporation into peptide architectures. The steric congestion enhances conformational control in synthetic sequences.

Application

3-((tert-Butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid serves as a robust, bench-stable building block for constructing constrained peptidomimetics and bioactive scaffolds. The tert-butyl carbamate (Boc) group enables straightforward protection and deprotection under mild acidic conditions, while the rigid bicyclo[1.1.1]pentane core imparts exceptional conformational stability and metabolic resistance. This compound facilitates efficient amide coupling and functionalization in solid-phase and solution-phase synthesis, offering high compatibility with diverse reaction conditions and enabling rapid access to complex molecular architectures.

Safety Information

Download SDS

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 1.5184
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Specialized Building Blocks for Drug Discovery Bicyclo[1.1.1]pentane Building Blocks

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3-((tert-Butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid

CAS No. 303752-38-7

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