(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-2-cyclohexylacetic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-2-cyclohexylacetic acid
Brand: ChemScene
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CAS No. 925240-97-7
Cat. No. CS-0058684
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-2-cyclohexylacetic acid|CS-0058684

Structure of 925240-97-7

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Description

This fluoren-9-ylmethoxycarbonyl-protected amino acid derivative features a chiral cyclohexyl-substituted acetic acid backbone, enabling direct incorporation into peptide synthesis workflows. The robust Fmoc group ensures orthogonal protection, while the sterically defined (S)-configuration supports high diastereoselectivity in coupling reactions. This bench-stable reagent facilitates efficient N-terminal anchoring of complex peptide sequences under standard conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-2-cyclohexylacetic acid serves as a robust chiral building block for peptide and non-peptidic scaffold synthesis. The Fmoc-methylamino group enables efficient N-terminal protection with orthogonal deprotection, while the cyclohexyl-substituted α-carbon provides steric definition and enhanced metabolic stability. Its bench-stable, crystalline nature facilitates straightforward purification and compatibility with standard coupling protocols in solid-phase and solution-phase workflows.

General Information

CAS No. 925240-97-7
Cat. No. CS-0058684
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₇NO₄
Molecular Weight 393.48
Synonym(s) (S)-a-[Fmoc-(methyl)amino]cyclohexaneacetic acid
SMILES O=C(N(C)[C@H](C(O)=O)C1CCCCC1)OCC2C3=C(C=CC=C3)C4=C2C=CC=C4

Computational Chemistry Data

TPSA 66.84
LogP 4.9008
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 5

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

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-2-cyclohexylacetic acid

CAS No. 925240-97-7

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