Fmoc-D-Phe(4-NHBoc)-OH

Name: Fmoc-D-Phe(4-NHBoc)-OH
Brand: ChemScene
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CAS No. 214750-77-3
Cat. No. CS-0154414
Purity≥97%
MDL No.MFCD00798642

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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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Structure of 214750-77-3

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Description

Fmoc-D-Phe(4-NHBoc)-OH is a stereochemically defined building block for peptide synthesis, featuring a D-configured phenylalanine residue with a para-benzyloxycarbonyl-protected amine. This derivative enables the incorporation of D-Phe into sequences requiring conformational rigidity or proteolytic resistance, while the Fmoc group facilitates efficient orthogonal deprotection. The NHBoc protection ensures stability during coupling steps and allows selective activation at the side chain.

Application

Fmoc-D-Phe(4-NHBoc)-OH serves as a key building block in peptide synthesis, enabling the incorporation of D-phenylalanine with orthogonal protection. The Fmoc group facilitates efficient deprotection under mild basic conditions, while the 4-NHBoc side chain allows selective manipulation during multi-step sequences. This derivative exhibits excellent bench stability and compatibility with standard coupling protocols, making it ideal for solid-phase synthesis of bioactive peptides and complex heterocyclic scaffolds.

General Information

CAS No. 214750-77-3
Cat. No. CS-0154414
Purity ≥97%
MDL No. MFCD00798642
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₃₀N₂O₆
Molecular Weight 502.56
Synonym(s) None
SMILES CC(C)(OC(NC1=CC=C(C[C@@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)C(O)=O)C=C1)=O)C

Computational Chemistry Data

TPSA 113.96
LogP 5.568
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 7

Safety Information

Download SDS

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-P362+P364-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Fmoc

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

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Fmoc-D-Phe(4-NHBoc)-OH

CAS No. 214750-77-3

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