(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
Brand: ChemScene
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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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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.

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

Computational Chemistry Data

TPSA 75.63
LogP 5.0012
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 8

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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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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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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