27544-35-0

Upstream product

• 501-53-1 benzyl chloroformate 
• 139375-78-3 (S)-1-{2-[(Z)-Hydroxyimino]-propionyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 83283-35-6 Proline tert-butyl ester dibenzenesulfimide salt 
• 16357-59-8 N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline 
• 1142-20-7 N-Cbz-Ala 
• 541-41-3 chloroformic acid ethyl ester 
• 2812-46-6 proline tert-butyl ester 
• 540-88-5 acetic acid tert-butyl ester 

Downstream Products

• 120792-24-7 L-Alanyl-L-prolyl-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-L-threonin 
• 120792-25-8 L-Alanyl-L-prolyl-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-L-threonyl-L-serin 
• 120792-26-9 L-Alanyl-L-prolyl-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-L-threonyl-L-seryl-L-serin 
• 120792-27-0 L-Alanyl-L-prolyl-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-L-threonyl-L-seryl-L-seryl-L-serin 
• 120173-73-1 N-(Benzyloxycarbonyl)-L-alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonin 
• 120792-20-3 N-(Benzyloxycarbonyl)-L-alanyl-L-prolyl-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-tert-butylester 
• 120791-85-7 L-Alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonin 
• 120791-86-8 L-Alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonyl-L-serin 
• 120791-83-5 N-(Benzyloxycarbonyl)-L-alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonin-tert-butylester 
• 120792-04-3 L-Alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonyl-L-seryl-L-serin 
• 120791-99-3 L-Alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonyl-L-seryl-L-seryl-L-serin 
• 120791-84-6 N-(Benzyloxycarbonyl)-L-alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonyl-O-tert-butyl-L-serin-tert-butylester 
• 120792-03-2 N-(Benzyloxycarbonyl)-L-alanyl-L-prolyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-L-threonyl-O-tert-butyl-L-seryl-O-tert-butyl-L-serin-tert-butylester 
• 120792-21-4 C₅₆H₆₆N₄O₂₃ 

Relevant academic research and scientific papers

A General Stereocontrolled Synthesis of Opines through Asymmetric Pd-Catalyzed N-Allylation of Amino Acid Esters

A stereo-divergent synthesis of natural and unnatural opines in stereochemically pure form is based on the direct palladium-catalyzed N-allylation of α-amino acid esters (up to 97 % ee or 99 : 1 d.r.) using methyl (E)-2-penten-4-yl carbonate in the presence of only 1 mol% of a catalyst, prepared in-situ from the C2-symmetric diphosphine iPr-MediPhos and [Pd(allyl)Cl]2. Selected target compounds (incl. a derivative of the drug enalapril) were efficiently obtained from the N-allylated intermediates by oxidative cleavage (ozonolysis) of the allylic C=C bond under temporary N-Boc-protection.

Allenone-Mediated Racemization/Epimerization-Free Peptide Bond Formation and Its Application in Peptide Synthesis

Allenone has been identified as a highly effective peptide coupling reagent for the first time. The peptide bond was formed with an α-carbonyl vinyl ester as the key intermediate, the formation and subsequent aminolysis of which proceed spontaneously in a racemization-/epimerization-free manner. The allenone coupling reagent not only is effective for the synthesis of simple amides and dipeptides but is also amenable to peptide fragment condensation and solid-phase peptide synthesis (SPPS). The robustness of the allenone-mediated peptide bond formation was showcased incisively by the synthesis of carfilzomib, which involved a rare racemization-/epimerization-free N to C peptide elongation strategy. Furthermore, the successful synthesis of the model difficult peptide ACP (65-74) on a solid support suggested that this method was compatible with SPPS. This method combines the advantages of conventional active esters and coupling reagents, while overcoming the disadvantages of both strategies. Thus, this allenone-mediated peptide bond formation strategy represents a disruptive innovation in peptide synthesis.

Water-removable ynamide coupling reagent for racemization-free syntheses of peptides, amides, and esters

A novel ynamide coupling reagent, the by-product of which can be removed by water, was reported. It promotes the direct coupling between carboxylic acids and amines, alcohols or thiols to provide amides, peptides, esters and thioesters, respectively. No detectable racemization was observed for all the coupling reactions of carboxylic acids containing an α-chiral center. Importantly, a simple acidic aqueous work-up removed the by-product readily to afford pure coupling products in good to excellent yields without the use of column chromatography, thus making this method more environmentally benign, user friendly and cost-effective. The robustness of the water-removable ynamide coupling reagent was further exemplified by the racemization/epimerization-free synthesis of carfilzomib, in which no column chromatography purification was involved for the entire 12-step synthesis.

BROAD SPECTRUM ANTIBIOTICS

Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. The compounds provided herein can in other embodiments overcome the resistance conferred by single amino acid mutations at defined posi

A Novel Method for Preparation of Optically Active Dipeptide. Chemo- and Stereoselective Reduction of 2-Hydroxyimino Amides with Samarium Diiodide

Various α,β-unsaturated amides derived from α-amino acids are converted to the corresponding 2-hydroxyimino amides of α-amino acids by the reaction with butyl nitrite and silane, which are directly reduced with samarium diiodide to the optically active di

Synthesis of O-Glycopeptides of the N-Terminus of Interleukin-2

The synthesis of a number of O-glycopeptides with different lengths of chain of between 3 and 10 amino acids that are part of the N-terminus of interleukin-2 is described.The key intermediate for the syntheses is O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-N-(9-fluorenylmethoxycarbonyl)-L-threonine tert-butyl ester (9b), to which suitably protected amino acids and peptides can be added C- or N-terminally. 9b is an element, which allows to insert glycosylated hydroxyamino acids with the Fmoc/tBu combination of protective groups, which are approved in peptide synthesis.During the syntheses peptide blocks are used.With the deprotected products it is possible to test the structural specificity of glycosyl transferases.

Piperidine derivatives

Novel Compounds of the formula: STR1 [wherein A is an α-amino acid residue; B is a group represented by the formula: STR2 (wherein R4 is hydrogen, lower alkyl, aralkyl or amino-lower alkyl), whereby the linkage between the symbols A and B desig