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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(3-chlorophenyl)propanoic acid
Brand: ChemScene
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CAS No. 1446478-28-9
Cat. No. CS-0096675
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(3-chlorophenyl)propanoic acid|CS-0096675

Structure of 1446478-28-9

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General Information

CAS No. 1446478-28-9
Cat. No. CS-0096675
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₂ClNO₄
Molecular Weight 435.90
Synonym(s) Fmoc-N-Me-Phe(3-Cl)-OH
SMILES O=C(O)[C@H](CC1=CC=CC(Cl)=C1)N(C(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)C

Description

This chiral building block features a fluorenylmethoxycarbonyl-protected amine and a para-chlorophenyl group, enabling efficient incorporation into peptide synthesis. The (S)-configuration ensures stereochemical fidelity in complex molecular architectures.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(3-chlorophenyl)propanoic acid serves as a chiral building block for peptide synthesis, enabling efficient incorporation of sterically hindered, electron-deficient phenylalanine analogs. The Fmoc group provides orthogonal protection and facile deprotection under mild basic conditions, while the (S)-configuration ensures stereochemical fidelity in macrocyclic and peptidomimetic scaffolds. Bench-stable and compatible with standard coupling protocols, it facilitates scalable synthesis of bioactive peptide sequences requiring enhanced metabolic stability and targeted receptor affinity.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 66.84
LogP 5.2166
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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)-3-(3-chlorophenyl)propanoic acid

CAS No. 1446478-28-9

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