(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(p-tolyl)butanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(p-tolyl)butanoic acid
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CAS No. 1260587-57-2
Cat. No. CS-0094960
Molecule weight415.48
Purity≥97%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(p-tolyl)butanoic acid|CS-0094960

Structure of 1260587-57-2

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General Information

CAS No. 1260587-57-2
Cat. No. CS-0094960
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₅NO₄
Molecular Weight 415.48
Synonym(s) Fmoc-L-homoPhe(4-Me)-OH
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CCC4=CC=C(C)C=C4

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(p-tolyl)butanoic acid features a chiral center at the α-position, enabling stereoselective peptide synthesis. The fluorenylmethoxycarbonyl (Fmoc) group provides orthogonal protection for amine functionalities, while the p-tolyl substituent enhances hydrophobicity and structural stability. This amino acid derivative integrates seamlessly into solid-phase peptide assembly protocols under standard conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(p-tolyl)butanoic acid serves as a valuable chiral building block in peptide synthesis, enabling efficient N-terminal protection and stereoselective coupling. The Fmoc group ensures high stability under basic conditions and facilitates rapid removal during standard deprotection protocols. Its side chain features a p-tolyl-substituted aliphatic moiety that enhances solubility and provides a robust scaffold for diverse peptide extensions.

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 4.91952
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 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)amino)-4-(p-tolyl)butanoic acid

CAS No. 1260587-57-2

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