Boc-N-Me-Phe-OH

Name: Boc-N-Me-Phe-OH
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 37553-65-4
Cat. No. CS-W014016
Purity≥98%
MDL No.MFCD00038754

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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 37553-65-4

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General Information

CAS No. 37553-65-4
Cat. No. CS-W014016
Purity ≥98%
MDL No. MFCD00038754
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁NO₄
Molecular Weight 279.34
Synonym(s) None
SMILES O=C(O)[C@H](CC1=CC=CC=C1)N(C(OC(C)(C)C)=O)C

Description

Boc-N-Me-Phe-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a methylated amine and tert-butoxycarbonyl protection. This configuration enhances solubility in organic solvents and simplifies purification during peptide synthesis workflows.

Application

Boc-N-Me-Phe-OH serves as a key building block in peptide synthesis, enabling efficient incorporation of N-methylated phenylalanine residues. The Boc group provides reliable protection for the amine, offering excellent stability under standard coupling conditions and facilitating straightforward deprotection with mild acid. Its methylated nitrogen enhances metabolic stability and conformational rigidity, making it valuable for medicinal chemistry applications requiring improved bioavailability and resistance to enzymatic degradation.

Synthesis

Route1
- 13734-34-4
- 74-88-4
- ~99%
- In-stock
  
  37553-65-4
References
- Chandrasekhar; Yaragorla; Sreelakshmi; Reddy, Ch. Raji Tetrahedron, 2008 , vol. 64, # 22 p. 5174 - 5183
Route2
- 13734-34-4
- 74-88-4
- ~46%
- In-stock
  
  37553-65-4
- 37553-64-3
References
- Tetrahedron, , vol. 68, # 35 p. 7070 - 7076
Route3
- 13734-34-4
- 77-78-1
- ~87%
- In-stock
  
  37553-65-4
References
- Prashad, Mahavir; Har, Denis; Hu, Bin; Kim, Hong-Yong; Repic, Oljan; Blacklock, Thomas J Organic letters, 2003 , vol. 5, # 2 p. 125 - 128

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

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 2.5492
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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Boc-N-Me-Phe-OH

CAS No. 37553-65-4

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