(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid

Name: (R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid
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CAS No. 269398-87-0
Cat. No. CS-0149784
Purity≥97%
MDL No.MFCD01860931

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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid|CS-0149784

Structure of 269398-87-0

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General Information

CAS No. 269398-87-0
Cat. No. CS-0149784
Purity ≥97%
MDL No. MFCD01860931
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₅NO₄
Molecular Weight 415.48
Synonym(s) Fmoc-(R)-3-Amino-5-phenyl-pentanoic acid
SMILES O=C(O)C[C@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)CCC4=CC=CC=C4

Description

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid features a chiral, bench-stable α-amino acid scaffold with a fluorenylmethyl (Fmoc) protecting group. The pendant phenyl moiety imparts enhanced hydrophobic character, while the C-terminal carboxylic acid enables direct coupling in peptide synthesis workflows. This building block integrates seamlessly into solid-phase and solution-phase protocols for sequence-specific incorporation.

Application

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid serves as a valuable chiral building block in peptide synthesis, offering high enantiomeric purity and stability under standard coupling conditions. The Fmoc group enables efficient N-terminal protection with orthogonal deprotection via mild base treatment, while the aliphatic side chain supports diverse functionalization. Its well-defined stereochemistry and predictable reactivity make it ideal for solid-phase and solution-phase peptide assembly.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 75.63
LogP 5.0012
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid

CAS No. 269398-87-0

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