(1S,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

Name: (1S,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid
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CAS No. 359586-64-4
Cat. No. CS-0149814
Purity≥95%
MDL No.MFCD04112694

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(1S,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid|CS-0149814

Structure of 359586-64-4

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General Information

CAS No. 359586-64-4
Cat. No. CS-0149814
Purity ≥95%
MDL No. MFCD04112694
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) Fmoc-(1S,2S)-2-minocyclopentane carboxylic acid
SMILES O=C(O)[C@H]1CCC[C@@H]1NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

This fluorenylmethoxycarbonyl-protected cyclopentanecarboxylic acid derivative features a chiral (1S,2S) backbone ideal for asymmetric synthesis. The Cbz group enables selective deprotection under mild hydrogenolysis conditions, while the rigid cyclopentane scaffold imparts conformational stability. This combination supports efficient peptide coupling and solid-phase synthesis workflows.

Application

(1S,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid serves as a chiral building block for peptide synthesis, enabling the construction of biologically relevant cyclopentane-containing scaffolds. Its fluorenylmethyl carbamate (Fmoc) protecting group ensures orthogonal deprotection under mild basic conditions, while the rigid cyclopentane core provides defined stereochemistry and conformational restraint. The compound exhibits excellent bench stability and facilitates efficient purification via standard chromatographic methods.

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 : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

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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,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

CAS No. 359586-64-4

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