(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 148983-03-3
Cat. No. CS-B1665
Purity≥98%
MDL No.MFCD00156555

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid|CS-B1665

Structure of 148983-03-3

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid features a chiral cyclohexyl-substituted aliphatic backbone paired with a fluorenylmethoxycarbonyl (Fmoc) protecting group. This combination enables robust incorporation into peptide synthesis workflows, where the Fmoc moiety ensures orthogonal deprotection and the sterically defined cyclohexyl side chain supports conformational control in folded sequences.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid serves as a valuable chiral building block for peptide synthesis, enabling efficient incorporation of sterically hindered, non-natural amino acid motifs. The Fmoc-methylamino group provides orthogonal protection with excellent stability under basic conditions, while the cyclohexyl side chain imparts conformational rigidity and enhanced lipophilicity—ideal for medicinal chemistry campaigns targeting GPCR ligands and protease inhibitors. Facile coupling and reliable deprotection streamline synthetic workflows in solid-phase and solution-phase peptide assembly.

General Information

CAS No. 148983-03-3
Cat. No. CS-B1665
Purity ≥98%
MDL No. MFCD00156555
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₉NO₄
Molecular Weight 407.50
Synonym(s) (αS)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]methylamino]cyclohexanepropanoic acid
SMILES O=C(O)[C@@H](N(C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C)CC4CCCCC4

Computational Chemistry Data

TPSA 66.84
LogP 5.2909
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 6

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 Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid

CAS No. 148983-03-3

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