143327-80-4

Upstream product

• 82689-16-5 benzyl {(5S)-5-[(tert-butoxycarbonyl)amino]-6-oxohexyl}carbamate 
• 27491-70-9 dimethyl diazomethylphosphonate 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 872864-29-4 (7,7-dibromo-5-tert-butoxycarbonylamino-hept-6-enyl)-carbamic acid benzyl ester 

Downstream Products

• 872864-33-0 (S)-2-(4-{(S)-1-[4-((S)-5-Benzyloxycarbonylamino-1-tert-butoxycarbonylamino-pentyl)-[1,2,3]triazol-1-yl]-2-phenyl-ethyl}-[1,2,3]triazol-1-yl)-3-phenyl-propionic acid methyl ester 
• 1240283-68-4 benzyl [(5S)-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)hept-6-yn-1-yl]carbamate 
• 872864-38-5 (S)-2-(4-{(S)-1-[4-((S)-1-Azido-5-benzyloxycarbonylamino-pentyl)-[1,2,3]triazol-1-yl]-2-phenyl-ethyl}-[1,2,3]triazol-1-yl)-3-phenyl-propionic acid methyl ester 
• 143327-94-0 [(E)-(S)-5-tert-Butoxycarbonylamino-7-(2-oxo-tetrahydro-pyran-4-yl)-hept-6-enyl]-carbamic acid benzyl ester 
• 143327-87-1 ((E)-(S)-5-tert-Butoxycarbonylamino-7-iodo-hept-6-enyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates

The 1,2,3-triazole moiety can be incorporated as a peptide bond bioisostere to provide protease resistance in peptidomimetics. Herein, we report the synthesis of peptidomimetic building blocks containing backbone-fluorinated 1,4-disubstituted 1,2,3-triazole moieties. Synthetic protocols for the preparation of various Xaa-Gly dipeptide surrogates in the form of Xaa-ψ[triazole]-F2Gly building blocks were established, and selected examples were introduced into the endogenous peptide opioid receptor ligand Leu-enkephalin as a model compound.

A reasonably stereospecific multistep conversion of Boc-protected α-amino acids to Phth-protected β3-amino acids

A method for the synthesis of β3-amino acids starting from α-amino acids is described. This conversion can be effected by an eight-step procedure which involves the transformation of the carboxylic group into an alkyne followed by a selenium-mediated conversion of the carbon-carbon triple bond to a Se-phenyl selenocarboxylate intermediate. The reactive Se-phenyl selenocarboxylate intermediates can be trapped with water, alcohols or the amine of an amino acid derivative to give β3-amino acids, β3-amino esters or mixed peptides, respectively. The whole transformations of the carboxylic group into an alkyne and of the alkyne group into β3-amino acids may not require purification of the intermediate products but a work-up and isolation procedure of crude materials.

Methods for preparing nonpeptidic oligomers from amino acids

The present invention relates to nonpeptidic oligomers. Methods for preparing nonpeptidic oligomers from amino acids by replacing the amide bond with heterocyclic rings are also disclosed.

Nonpeptidic foldamers from amino acids: Synthesis and characterization of 1,3-substituted triazole oligomers

Nonpeptidic foldamers capable of displaying protein-like functionality were prepared by swapping amide bonds with 1,2,3-triazole rings. The overall conformation of these triazole oligomers is largely dictated by dipole-dipole interactions between adjacent

Preparation and Reactions of Chiral Propargylic Amines

Exposure of chiral amino aldehydes (1) to dimethyl diazophosphonate (4) affords propargylic amines (2) of high optical purity.Chain extension of these intermediates is readily accomplished via hydrozirconation of the acetylene moiety and subsequent Ni(II) catalyzed Michael addition to a variety of Michael acceptors.