79807-13-9

Upstream product

• 88462-99-1 Boc-Phe-ΔAla 
• 74-88-4 methyl iodide 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 34290-59-0 (S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate 

Downstream Products

• 1071149-07-9 Boc-Phe-DL-Phe(4-Cl)-OMe 
• 1071149-12-6 Boc-Phe-DL-Phe(4-OMe)-OMe 
• 97512-72-6 methyl (Z)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}-amino)-3-phenyl-2-propenoate 

Relevant academic research and scientific papers

Synthesis of dehydrodipeptide esters and their evaluation as inhibitors of cathepsin C

The procedures for the synthesis of esters of dehydropeptides containing C-terminal (Z)-dehydrophenylalanine and dehydroalanine have been elaborated. These esters appeared to be moderate or weak inhibitors of cathepsin C, with some of them exhibiting slow

Application of dehydroalanine as a building block for the synthesis of selenocysteine-containing peptides

Selenocysteine (Sec), the 21st proteinogenic amino acid, is inserted co-translationally into number of natural proteins. It is coded by a dual function stop codon UGA (opal). It is a redox active amino acid found at the active sites of several

An improved procedure for the synthesis of dehydroamino acids and dehydropeptides from the carbonate derivatives of serine and threonine using tetrabutylammonium fluoride

Dehydroamino acids are important precursors for the synthesis of a number of unnatural amino acids and are structural components in many biologically active peptide derivatives. However, efficient synthetic procedures for their production in large amounts

Peptide modification through site-selective residue interconversion: application of the rhodium-catalysed 1,4-addition of aryl siloxanes and boronates

The site-selective interconversion of serine and cysteine residues of di- and tripeptides into phenylalanine derivatives, bearing a range of functionalities, has been achieved in high yield and selectivity through the common dehydroalanine intermediate. T

An efficient synthesis of dehydroamino acids and dehydropeptides from O-Cbz and O-Eoc derivatives of serine and threonine

A simple and efficient method for the synthesis of dehydroamino acids from serine and threonine is reported. Various O-Cbz and O-Eoc derivatives of serine and threonine are prepared using CbzCl and EocCl, respectively, and are subjected to an anti-selective elimination on treatment with K2CO3 in DMF at 65 °C to afford dehydroalanine and dehydroamino butyric acid derivatives, respectively, in excellent yields. The high stability of these carbonate derivatives of serine and threonine allows their use in normal peptide synthesis as protected serine and threonine residues. Peptides synthesized by incorporating O-Cbz or O-Eoc derivatives undergo ready elimination under the reported conditions, to give the corresponding dehydropeptides in excellent yields. The reaction conditions are mild enough not to cause the racemization of other stereogenic centers present in the peptide.

Pd(0)-catalyzed Heck-type arylation of didehydropeptides

Pd(0)-catalyzed Heck-type arylation of several didehydropeptides has been studied and the process has been found to be a viable method for the synthesis of the corresponding arylated products stereoselectively but in moderate yields. Copyright Taylor & Fr

Novel stereospecific dehydration of β-hydroxy-α-amino acids using Martin's sulfurane

The stereospecific dehydration of threo-N-acyl-β-hydroxy-α-amino acid derivatives was performed using Martin's sulfurane to give (Z)-α,β-dehydroamino acids, while erythro-N-acyl-β-hydroxy-α-amino acid amides were converted to 4,5-trans-oxazolines using an