(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)propanoic acid
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CAS No. 1380437-47-7
Cat. No. CS-0162110
Purity≥96%
MDL No.MFCD29917524

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)propanoic acid|CS-0162110

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General Information

CAS No. 1380437-47-7
Cat. No. CS-0162110
Purity ≥96%
MDL No. MFCD29917524
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₀H₂₄ClNO₄
Molecular Weight 497.97
Synonym(s) N-Fmoc-4-(3-chlorophenyl)-L-phenylalanine
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CC=C(C5=CC=CC(Cl)=C5)C=C4

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)propanoic acid features a sterically hindered chiral center flanked by a fluorenylmethoxycarbonyl (Fmoc) protecting group and a biphenyl moiety bearing a chloro substituent at the para position. This configuration enables efficient incorporation into peptide chains under standard coupling conditions, with the Fmoc group facilitating orthogonal deprotection during solid-phase synthesis. The electron-deficient biphenyl system enhances solubility in organic solvents and improves stability during purification.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)propanoic acid serves as a robust chiral building block for the synthesis of peptidomimetics and biologically active scaffolds. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient N-terminal protection in solid-phase peptide synthesis, while the biphenyl moiety imparts structural rigidity and enhanced lipophilicity. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable incorporation into complex molecular architectures.

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 75.63
LogP 6.5414
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Phenylalanine 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)amino)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)propanoic acid

CAS No. 1380437-47-7

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