2953-41-5

Upstream product

• 49760-60-3 N-benzyloxycarbonyl-L-alanyl chloride 
• 3081-24-1 H-Phe-OEt 
• 3182-93-2 ethyl 2-amino-3-phenylpropanoate hydrochloride 
• 98807-04-6 N-benzyloxycarbonyl-L-alanine N-hydroxycamphorimide ester 
• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 
• 137862-15-8 (S)-2-Benzyloxycarbonylamino-propionic acid 1-methylene-pentyl ester 
• 1142-20-7 N-Cbz-Ala 
• 81086-68-2 C₁₇H₁₆ClNO₄ 
• 24692-86-2 N-Cbz-L-alanine p-toluene thiol ester 
• 217958-44-6 ethyl (2S,3S)-3-phenylaziridine-2-carboxylate 
• 130517-91-8 (2S,3R)-2-Azido-3-hydroxy-3-phenyl-propionic acid ethyl ester 

Downstream Products

• 2768-53-8 N-benzyloxycarbonyl-L-alanyl-L-phenylalanine 

Relevant academic research and scientific papers

Aziridine-Mediated Ligation at Phenylalanine and Tryptophan Sites

An efficient approach towards peptide synthesis that allows easy access to variety of small peptides via one-pot aziridine-mediated ligation/desulfurization strategy has been described. The protocol afforded a library of phenylalanine- and tryptophan-containing α-peptides in good yields by regioselective ring-opening of aziridine-3-aryl-2-carboxylates with peptide thioacids, followed by desulfurization.

HMDO-promoted peptide and protein synthesis in ionic liquids

Hexamethyldisiloxane (HMDO) has been developed to efficiently promote the metal-free direct coupling of an amino function of one cysteine-free peptide or protein and a C-terminal thioester of the second peptide in ionic liquids. The amide-coupling reaction proceeds smoothly under mild conditions to afford the corresponding products in good to excellent yields (63-94%). Peptide couplings were also achieved using in-situ-generated thioesters by the thioesterification of oxo esters.

A flow reactor process for the synthesis of peptides utilizing immobilized reagents, scavengers and catch and release protocols

A general flow process for the multi-step assembly of peptides has been developed and this procedure has been used to successfully construct a series of Boc, Cbz and Fmoc N-protected dipeptides in excellent yields and purities, including an extension of t

Enol esters as intermediates for the facile conversion of amino acids into amides and dipeptides

N-Protected amino enol esters are easily transformed at room temperature into amino amides, and in the presence of potassium cyanide as catalyst, into tertiary amides and dipeptides.

ENANTIOSELECTIVE SYNTHESIS OF PEPTIDES USING (1R)-3-HYDROXY-1,8,8-TRIMETHYL-3-AZABICYCLOOCTANE-2,4-DIONE ((+)-N-HYDROXYCAMPHORIMIDE) AN ACTIVE ESTER GROUP

The enantioselective coupling reaction of N-protected amino acid (+)-N-hydroxycamphorimide esters (-OCamp) with racemic amino acid esters is discussed.The coupling reaction of several amino acids showed high enantioselectivity.Keywords-enantioselective synthesis; (+)-N-hydroxycamphorimide; peptide, active ester; coupling reaction