17519-47-0

Upstream product

• 4530-20-5 BOC-glycine 
• 3081-24-1 H-Phe-OEt 
• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 
• 17669-65-7 (2-Benzoylaminooxy-2-oxo-ethyl)-carbamic acid tert-butyl ester 

Downstream Products

• 19240-26-7 ethyl glycyl-L-phenylalaninate 
• 1456712-90-5 C₁₈H₂₁N₅O₂S 
• 1456712-86-9 C₂₃H₂₉N₅O₄S 

Relevant academic research and scientific papers

Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages

The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

β-Turn structure in glycinylphenylalanine dipeptide based N-amidothioureas

Transforming the C-terminal amide of a glycinylphenylalanine dipeptide into N-amidothiourea affords a β-turn structure in the formed dipeptide based N-amidothioureas, which can be readily identified by an induced CD signal from the achiral phenylthiourea chromophore.

Development of novel enkephalin analogues that have enhanced opioid activities at both μ and δ opioid receptors

Enkephalin analogues with a 4-anilidopiperidine scaffold have been designed and synthesized to achieve therapeutic benefit for the treatment of pain due to mixed μ and δ opioid agonist activities. Ligand 16, in which a Dmt-substituted enkephalin-like stru

Use of di-tert-butyl-dicarbonate both as a protecting and activating group in the synthesis of dipeptides

Amide formation from amino acids was achieved in an easy and convenient one-pot procedure using di-tert-butyl dicarbonate both as a protecting and an activating agent. A number of dipeptides have been synthesized in good yields. Copyright Taylor & Francis Group, LLC.

Design and synthesis of novel hydrazide-linked bifunctional peptides as δ/μ opioid receptor agonists and CCK-1/CCK-2 receptor antagonists

A series of hydrazide-linked bifunctional peptides designed to act as agonists for δ/μ opioid receptors and antagonists for CCK-1/CCK-2 receptors was prepared and tested for binding to both opioid and CCK receptors and in functional assays. SAR studies in the CCK region examined the structural requirements for the side chain groups at positions 1′, 2′, and 4′ and for the N-terminal protecting group, which are related to interactions not only with CCK, but also with opioid receptors. Most peptide ligands that showed high binding affinities (0.1 - 10 nM) for both δ and μ opioid receptors generally showed lower binding affinities (micromolar range) at CCK-1 and CCK-2 receptors, but were potent CCK receptor antagonists in the GPI/LMMP assay (up to Ke = 6.5 nM). The results indicate that it is reasonable to design chimeric bifunctional peptide ligands for different G-protein coupled receptors in a single molecule.

Peptide bond formation using polymer-bound BOP

A new polymer-supported BOP (P-BOP) has been prepared starting from the commercially available polystyrene-bound 1-hydroxybenzotriazole (P-HOBt) and successfully used as a solid-supported reagent for peptide-coupling reactions. Compared to BOP, less epime

Polymer-bound N-hydroxysuccinimide as a solid-supported additive for DCC-mediated peptide synthesis

Polymer-supported N-hydroxysuccinimide (P-HOSu) has been prepared from a styrene/maleic anhydride co-polymer and used as an easily removable activating and racemization-reducing additive for the peptide coupling of amino acid derivatives using DCC.

Polymer-bound TBTU as a new solid-supported reagent for peptide synthesis

A new polymer-supported TBTU (P-TBTU) has been prepared from polystyrene-bound 1-hydroxybenzotriazole (P-HOBT) and used efficiently as a solid-supported reagent for peptide-coupling reactions, and is even effective with wet solvents. The P-HOBT can be rec