89534-22-5

Upstream product

• 186581-53-3 diazomethane 
• 98321-74-5 5-mercaptopentan-2-one 
• 3884-71-7 bromo-5-pentanone-2 
• 5188-07-8 sodium thiomethoxide 
• 5978-08-5 1-chloro-4-(1,3-dioxolane)-n-pentane 
• 74-93-1 methylthiol 
• 13891-87-7 pent-4-en-2-one 

Downstream Products

• 186303-25-3 1-(R)-(3,4-dihydroxyphenyl)-2(1-methyl-4-methylthiobutylamino)ethanol oxalate salt 

Relevant academic research and scientific papers

Method and compounds for diagnosing coronary artery disease

The present invention relates generally to methods of diagnosis, evaluation and treatment of coronary artery disease in mammals using substituted catecholamines and compounds therefore. It also relates to the preparation, use and administration of these compounds which are useful in the diagnosis, evaluation and treatment of coronary artery disease by means of a feedback controlled drug delivery system that delivers exercise simulating agents which are capable of eliciting acute responses similar to those elicited by aerobic exercise.

REDUCTION OF SULFONIUM AND SELENONIUM SALTS WITH SAMARIUM DIIODIDE

Treatment of sulfonium and selenium salts with 2 equiv of a THF solution of samarium diiodide caused the reductive cleavage of the C-S or C-Se bonds in high yields.The bond cleavage took place regioselectively between the positive sulfur or selenium atom and the carbon atom with an electron-withdrawing group or a vinyl group.Some medium-sized cyclic sulfides or selenides were synthesized by this method.

Synthesis of Medium-Sized Cyclic Sulfides and Selenides by Crosspiece C-X Bond Cleavage of Bicyclic Onium Salts Bearing a Bridgehead Sulfur or Selenium Atom

Medium-sized cyclic sulfides 5a-5h and selenides 5i-5k were synthesized by reductive C-X bond cleavage of bicyclic sulfonium 4a-4h and selenonium salts 4i-4k, respectively.Reducing agents used were magnesium metal, sodium borohydride and samarium diiodide.Samarium diiodide reduction of simple sulfonium and selenonium salts 11a-11d, 15-18 was also carried out.Application of this method to the C-S bond cleavage of sulfonium salts 25a and 25b provided sulfur-containing medium-sized lactams 26a and 26b, respectively, in high yields.Treatment of the sulfonium salts 4f and 4g with a base gave an olefinic sulfide 33 and a cyclopropane derivative 31, respectively.The stereochemistry of the sulfonium, 4d and 4e, and selenonium salts, 4j and 4k, is discussed on the basis of the 13C NMR spectral data.