Fmoc-3-Phenoxy-L-phenylalanine

Name: Fmoc-3-Phenoxy-L-phenylalanine
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CAS No. 1313277-83-6
Cat. No. CS-0439223
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Fmoc-3-Phenoxy-L-phenylalanine|CS-0439223

Structure of 1313277-83-6

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General Information

CAS No. 1313277-83-6
Cat. No. CS-0439223
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₀H₂₅NO₅
Molecular Weight 479.52
Synonym(s) N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-phenoxy-L-phenylalanine
SMILES C(OC(N[C@@H](CC1=CC(OC2=CC=CC=C2)=CC=C1)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4

Description

Fmoc-3-Phenoxy-L-phenylalanine integrates a phenoxy-modified aromatic side chain into a protected phenylalanine scaffold, enabling site-specific incorporation into peptide sequences. The Fmoc group facilitates efficient solid-phase synthesis, while the electron-rich phenoxy moiety enhances backbone rigidity and modulates conformational dynamics in bioactive peptides.

Application

Fmoc-3-phenoxy-L-phenylalanine serves as a valuable building block for peptide synthesis, enabling the incorporation of a phenoxy-substituted aromatic side chain. The Fmoc group provides orthogonal protection for the α-amino function, facilitating efficient sequential coupling in solid-phase and solution-phase methodologies. Its robust bench stability and compatibility with standard deprotection conditions make it ideal for constructing bioactive peptides and heterocyclic scaffolds requiring precise spatial orientation of aryl functionalities.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 84.86
LogP 6.0133
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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Fmoc-3-Phenoxy-L-phenylalanine

CAS No. 1313277-83-6

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