H-Phe(4-tBu)-OH

Name: H-Phe(4-tBu)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 82372-74-5
Cat. No. CS-0154903
Purity≥97%
MDL No.MFCD02259528

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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General Information

CAS No. 82372-74-5
Cat. No. CS-0154903
Purity ≥97%
MDL No. MFCD02259528
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₉NO₂
Molecular Weight 221.30
Synonym(s) L-4-tetr-Butylphenylalanine
SMILES CC(C)(C)C1=CC=C(C=C1)C[C@@H](C(=O)O)N

Description

H-Phe(4-tBu)-OH is a sterically hindered phenylalanine derivative featuring a para-tert-butyl group that enhances solubility and stability. This protected amino acid integrates readily into peptide chains under standard coupling conditions, offering improved handling and reduced side reactions in synthetic workflows.

Application

H-Phe(4-tBu)-OH serves as a valuable building block for peptide synthesis, offering a sterically hindered phenylalanine derivative with enhanced solubility and stability. The 4-*tert*-butyl group provides robust protection of the aromatic ring, minimizing unwanted side reactions during coupling and deprotection steps. This residue facilitates efficient incorporation into complex peptides and is particularly useful in constructing hydrophobic domains or stabilizing peptide conformation through steric shielding.

Synthesis

Route1
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  82372-74-5
References
- US4510085 A1, ;
Route2
- 18880-00-7
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References
- Synthetic Communications, , vol. 28, # 16 p. 3015 - 3019
Route3
- 177842-12-5
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- In-stock
  
  82372-74-5
References
- Synthetic Communications, , vol. 28, # 16 p. 3015 - 3019

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-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 63.32
LogP 1.9385
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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H-Phe(4-tBu)-OH

CAS No. 82372-74-5

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