(1S,3R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

Name: (1S,3R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid
Brand: ChemScene
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CAS No. 220497-66-5
Cat. No. CS-W006821
Purity≥96%
MDL No.MFCD01311757

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(1S,3R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid|CS-W006821

Structure of 220497-66-5

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General Information

CAS No. 220497-66-5
Cat. No. CS-W006821
Purity ≥96%
MDL No. MFCD01311757
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) (+)-(1S,3R)-N-FMOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID
SMILES OC([C@H]1CC[C@@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C24)=O)C1)=O

Description

(1S,3R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid is a chiral building block featuring a sterically defined cyclopentane core and a fluorenylmethyl carbamate (Fmoc) protecting group. This configuration enables selective coupling in peptide synthesis, where the Fmoc moiety ensures orthogonal deprotection under mild basic conditions. The molecule exhibits excellent stability under standard bench protocols and integrates cleanly into solid-phase workflows.

Application

(1S,3R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid serves as a stereochemically defined building block for peptide synthesis, enabling efficient construction of constrained cyclopentane-containing scaffolds. The Fmoc group provides orthogonal protection for primary amines, offering excellent bench stability and facile removal under mild basic conditions. Its functional group tolerance and compatibility with standard coupling protocols facilitate reliable incorporation into complex peptide sequences and medicinal chemistry libraries.

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 3.7784
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(1S,3R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

CAS No. 220497-66-5

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