136546-77-5

Upstream product

• 131685-53-5 (S)-4-benzyl-3-propionyl-2-oxazolidinone 
• 107-13-1 acrylonitrile 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 

Relevant academic research and scientific papers

A Synthetic Approach towards Octalactin A, Based on the Stereoselective Reduction of α,β-Unsaturated Ketones

An efficient enantioselective synthesis of the C3-C9 fragment of Octalactin A and studies aimed at the conversion of Octalactin B into Octalactin A are described, which are based on the borane-mediated reduction of α,β-unsaturated ketones catalysed by B-m

Conformationally restricted analogs of the direct thrombin inhibitor FM 19

The serine protease thrombin plays several key roles in the clotting cascade within the hemostatic system, such as in fibrin formation and platelet activation. Thus, development of an inhibitor that binds to the enzyme's active site (a direct thrombin inhibitor) offers an approach for the treatment of thrombus-associated diseases. Previous structure-activity relationship studies originally based on the bradykinin breakdown product Arg-Pro-Pro-Gly-Phe (RPPGF) led to the development of lead compound FM 19 (d-Arg-Oic-Pro-d-Ala-Phe(p-Me)- NH2). The recently determined X-ray structure of FM 19 in the active site of thrombin has revealed sites of modification to potentially improve inhibition. In this study, we report the synthesis and biological characterization of nine peptides that replace only the d-Arg residue of the FM 19 sequence, investigating ways to add conformational restriction, modification of the basic moiety at the end of the side chain, and removal of the charge from the N-terminus. Two of these peptides, 6 and 7 (IC50 values of 0.51 and 0.45 μM, respectively), show similar potency to the best compounds in the FM 19 series reported thus far.

Toward the total synthesis of the brasilinolides: Stereocontrolled assembly of a C1-C19 polyol segment

(Chemical Equation Presented) Two highly convergent syntheses of a fully protected C1-C19 polyol subunit of the brasilinolide family of immunosuppressive macrolides are described, exploiting boron-mediated 1,5-anti aldol couplings to form the C8-C9 and C13-C14 bonds.

Peptide based inhibitors of interleukin-8: Structural simplification and enhanced potency

Important areas of a lead peptide inhibitor of IL-8 had been previously identified. Chemical modification led to the identification of key amide bonds which allowed the replacement of the central section of the peptide with modified amino acids and spacers. This approach led to inhibitors of lower molecular weight and of increased potency.

Enantioselective Michael Reactions. Diastereoselective Reactions of Chlorotitanium Enolates of Chiral N-Acyloxazolidinones with Representative Electrophilic Olefins

In the present study we wish to report the details of the diastereoselective reactions of titanium enolates derived from N-propionyloxazolidone 1 in inter- and intramolecular Michael reactions with ethyl vinyl ketone, methyl acrylate, and acrylonitrile (e