Boc-D-Phe(4-Me)-OH

Name: Boc-D-Phe(4-Me)-OH
Brand: ChemScene
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CAS No. 80102-27-8
Cat. No. CS-0153094
Purity≥98%
MDL No.MFCD01317726

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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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Description

Boc-D-Phe(4-Me)-OH features a para-methyl-substituted phenylalanine scaffold with a tert-butoxycarbonyl (Boc) protecting group, enabling straightforward incorporation into peptide sequences. The methylated aromatic ring enhances lipophilicity and metabolic stability, while the Boc moiety ensures compatibility with standard Fmoc-based solid-phase synthesis protocols. This derivative serves as a key building block for bioactive peptide analogs requiring D-amino acid substitution and side-chain hydrophobicity.

Application

Boc-D-Phe(4-Me)-OH serves as a valuable chiral building block for the synthesis of D-peptide analogs and bioactive oligomers. The 4-methyl substituent enhances metabolic stability and conformational rigidity, while the Boc group provides reliable protection for amine-directed coupling reactions. This derivative exhibits excellent bench stability, compatibility with standard peptide coupling protocols, and facilitates efficient purification via common chromatographic methods.

General Information

CAS No. 80102-27-8
Cat. No. CS-0153094
Purity ≥98%
MDL No. MFCD01317726
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁NO₄
Molecular Weight 279.33
Synonym(s) Boc-D-4-Methylphenylalanine
SMILES CC1=CC=C(C[C@@H](NC(OC(C)(C)C)=O)C(O)=O)C=C1

Computational Chemistry Data

TPSA 75.63
LogP 2.51542
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

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-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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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Boc-D-Phe(4-Me)-OH

CAS No. 80102-27-8

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