(1R,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-ene-1-carboxylic acid

Name: (1R,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-ene-1-carboxylic acid
Brand: ChemScene
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CAS No. 298716-03-7
Cat. No. CS-0093450
Purity≥97%
MDL No.MFCD12405610

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(1R,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-ene-1-carboxylic acid|CS-0093450

Structure of 298716-03-7

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General Information

CAS No. 298716-03-7
Cat. No. CS-0093450
Purity ≥97%
MDL No. MFCD12405610
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₄
Molecular Weight 227.26
Synonym(s) (1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid
SMILES O=C([C@H]1C=C[C@H](NC(OC(C)(C)C)=O)C1)O

Description

This cyclopentene derivative features a protected amine and carboxylic acid group, enabling direct incorporation into peptide synthesis. The tert-butoxycarbonyl (Boc) moiety ensures stability during handling and facilitates selective deprotection under mild acidic conditions. Designed for efficient coupling in solid-phase workflows, the molecule integrates seamlessly into complex scaffolds requiring precise stereochemistry.

Application

(1R,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-ene-1-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive cyclopentane-containing scaffolds. The protected amine and enolizable carboxylic acid functionalities enable selective transformations in peptide-like sequences and heterocycle formation. Bench-stable and compatible with standard coupling protocols, it facilitates efficient access to complex molecular architectures via orthogonal functional group manipulation.

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 1.5404
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 Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclopentane compounds

Key Words

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(1R,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-ene-1-carboxylic acid

CAS No. 298716-03-7

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