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Rapid access to enantiopure bupropion and its major metabolite by stereospecific nucleophilic substitution on an α-ketotriflate
Abstract A stereospecific method for the synthesis of enantiopure α-aminoketone from its corresponding α-hydroxy-ketone via the triflate intermediate is discussed. This strategy provides a rapid and… Expand
A superior method for the reduction of secondary phosphine oxides.
[reaction: see text] Diisobutylaluminum hydride (DIBAL-H) and triisobutylaluminum have been found to be outstanding reductants for secondary phosphine oxides (SPOs). All classes of SPOs can be… Expand
An improved method of amide synthesis using acyl chlorides
- L. Zhang, Xiao-jun Wang, J. Wang, N. Grinberg, Dhileepkumar Krishnamurthy, C. Senanayake
- 17 June 2009
A simple, mild and highly efficient condition for amide synthesis from acyl chlorides has been developed to minimize hydrolysis, racemization and other side reactions. This method should expand… Expand
Overcoming barriers to green chemistry in the pharmaceutical industry – the Green Aspiration Level™ concept
We propose the Green Aspiration Level™ (GAL) concept as a novel process performance metric that quantifies the environmental impact of producing a specific pharmaceutical agent while taking into account the complexity of the ideal synthetic process for producing the target molecule. Expand
Chiral mandelic acid template provides a highly practical solution for (S)-oxybutynin synthesis.
Biological actions of formoterol isomers.
- D. Handley, C. Senanayake, +8 authors J. Morley
- Pulmonary pharmacology & therapeutics
- 1 May 2002
Racemic beta(2) agonists, composed of equal amounts of (R)- and (S)-isomers, can display anomalous actions that compromise their effectiveness as asthma therapies. Loss of efficacy during regular use… Expand
Activation of TMSCN by N-heterocyclic carbenes for facile cyanosilylation of carbonyl compounds.
- J. Song, F. Gallou, J. T. Reeves, Z. Tan, N. Yee, C. Senanayake
- Chemistry, Medicine
- The Journal of organic chemistry
- 4 January 2006
N-Heterocyclic carbenes were found to be highly effective organocatalysts in activating TMSCN for facile cyanosilylation of carbonyl compounds. Cyano transfer from TMSCN to aldehydes and ketones… Expand
Vibrational circular dichroism of amylose carbamate: structure and solvent-induced conformational changes
The conformational changes of amylose tris-(dimethylphenylcarbamate) (ADMPC) in the presence of polar solvents were investigated by VCD spectroscopy for the first time. The conformation of ADMPC was… Expand
Chromatographic and spectroscopic studies on the chiral recognition of sulfated beta-cyclodextrin as chiral mobile phase additive enantiomeric separation of a chiral amine.
- Shengli Ma, S. Shen, +6 authors N. Grinberg
- Chemistry, Medicine
- Journal of chromatography. A
- 20 February 2009
A fast enantiomeric separation of a chiral aromatic amine was achieved, using ultra high pressure liquid chromatography and highly sulfated beta-cyclodextrin (S-beta-CD) as a chiral additive in the… Expand
Efficient synthesis of Empagliflozin, an inhibitor of SGLT-2, utilizing an AlCl3-promoted silane reduction of a β-glycopyranoside.
An efficient production synthesis of the SGLT-2 inhibitor Empagliflozin (5) from acid 1 is described. The key tactical stage involves I/Mg exchange of aryl iodide 2 followed by addition to glucono… Expand