14281-55-1

Basic information

• Product Name: L-Phenylalanine, N-(N-benzoylglycyl)-, methyl ester
• CAS NO: 14281-55-1
• Molecular Formula: C19H20N2O4
• Molecular Weight: 340.379
• Mol File: 14281-55-1.mol

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-(N-benzoylglycyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-(N-benzoylglycyl)-, methyl ester(14281-55-1)
• EPA Substance Registry System: L-Phenylalanine, N-(N-benzoylglycyl)-, methyl ester(14281-55-1)

Safety Data

• Hazardous Substances Data: 14281-55-1(Hazardous Substances Data)

Upstream product

• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 80681-03-4 N-[2-Oxo-2-(2-thioxo-thiazolidin-3-yl)-ethyl]-benzamide 
• 495-69-2 Hippuric Acid 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 1199-01-5 2-phenylazlactone 
• 98-88-4 benzoyl chloride 
• 70326-37-3 phenyl(2-thioxothiazolidin-3-yl)methanone 

Downstream Products

• 95205-16-6 dinitrosated benzoylglycylphenylalanine methyl ester 
• 117289-93-7 2-(2-Benzoylamino-2-bromo-acetylamino)-3-phenyl-propionic acid methyl ester 
• 744-59-2 N-benzoylglycyl-L-phenylalanine 
• 262611-02-9 Bz-((2-Pyr)S)Gly-Phe-OMe 
• 321970-53-0 (S)-2-(2-Acetoxy-2-benzoylamino-acetylamino)-3-phenyl-propionic acid methyl ester 
• 321970-55-2 Benzoic acid benzoylamino-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-methyl ester 
• 321970-51-8 (S)-2-(2-Benzenesulfonyl-2-benzoylamino-acetylamino)-3-phenyl-propionic acid methyl ester 
• 51507-18-7 methyl 2-diazohydrocinnamate 
• 3389-54-6 n-benzoylpyrrolidine 

Relevant articles and documents

Chemoselective Peptide Backbone Diversification and Bioorthogonal Ligation by Ruthenium-Catalyzed C?H Activation/Annulation

The field of peptide derivatization by metal-catalyzed C?H activation has been mostly directed to modify the side chains, but poor attention has been given to the peptide backbone. Here we report a ruthenium-catalyzed C?H activation/annulation process that can chemoselectively modify the peptide backbone producing functionalized isoquinolone scaffolds with high regioselectivity in a rapid and step-economical manner. This strategy is characterized by racemization-free conditions and the production of fluorescent peptides, and peptide conjugates to drugs, natural products and other peptide fragments, providing a chemical approach for the construction of novel peptide-pharmacophore conjugates. Mechanistic studies suggest that amide bonds of peptide backbone act as the bidentate directing group to promote the C?H activation/annulation process. This report provides an unprecedented example of peptide backbone diversification and bioorthogonal ligation exploiting the power of ruthenium-catalyzed C?H activation. (Figure presented.).

A potential greener protocol for peptide coupling reactions using recyclable/reusable ionic liquid [ C 4-DABCO ] [ N(CN) 2 ]

Abstract : Development of greener methodologies in synthetic organic chemistry has brought awareness in recent decades due to the ecological performance of green solvent media and catalytic systems. Here, we carried out the peptide bond formation reaction in one of the environmentally secure solvents, ‘ionic liquids’ in the presence of coupling reagent and in the absence of external base at room temperature, affording dipeptides in good to excellent yields. GRAPHICAL ABSTRACT: SYNOPSIS We carried out the peptide bond formation reaction in ionic liquids in the presence of a coupling reagent at room temperature, in the absence of an external base, affording dipeptides in good to excellent yields.

3-AMINOACYL-TETRAHYDROTHIAZOLE-2-THIONE AS AN ACTIVE AMIDE FOR PEPTIDE SYNTHESIS (I)

3-Aminoacyl-tetrahydrothiazole-2-thione can be used as an active amide for peptide synthesis.A series of peptides have been synthesized with satisfactory yields by this methods.