Boc-D-(4-fmoc)-aminophenylalanine

Name: Boc-D-(4-fmoc)-aminophenylalanine
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CAS No. 173054-11-0
Cat. No. CS-W006937
Purity≥98%
MDL No.MFCD00151888

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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+
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Boc-D-(4-fmoc)-aminophenylalanine|CS-W006937

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General Information

CAS No. 173054-11-0
Cat. No. CS-W006937
Purity ≥98%
MDL No. MFCD00151888
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₃₀N₂O₆
Molecular Weight 502.56
Synonym(s) Boc-p-amino-D-Phe(Fmoc)-OH; Boc-D-phe(4-NH-fmoc)-OH
SMILES O=C(O)[C@@H](CC1=CC=C(NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)C=C1)NC(OC(C)(C)C)=O

Description

Boc-D-(4-Fmoc)-aminophenylalanine features a protected D-amino acid scaffold with a fluorinated methoxy carbonyl group at the para position of the phenyl ring. This electron-deficient aromatic moiety enhances stability and facilitates orthogonal deprotection in peptide synthesis workflows. The Boc group enables straightforward N-terminal protection, while the Fmoc tag supports selective removal under mild basic conditions.

Application

Boc-D-(4-Fmoc)-aminophenylalanine serves as a key building block for the synthesis of peptide-based pharmaceuticals and bioconjugates. The Fmoc group enables orthogonal protection in solid-phase peptide synthesis, while the Boc moiety provides additional stability and selective deprotection. Its phenylalanine backbone offers structural rigidity and favorable hydrophobic character, facilitating integration into complex peptide scaffolds with minimal side-reaction complications.

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-H332-H335
Precautionary Statements : P261-P280-P305+P351+P338

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Computational Chemistry Data

TPSA 113.96
LogP 5.568
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 7

Other Classifications

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Boc-D-(4-fmoc)-aminophenylalanine

CAS No. 173054-11-0

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