76711-49-4Relevant academic research and scientific papers
A stereocontrolled approach towards highly oxygenated taxane C and CD-ring precursors
Uttaro, Jean-Pierre,Audran, Gérard,Galano, Jean-Marie,Monti, Honoré
, p. 2757 - 2760 (2002)
Based upon a remarkable β-face diastereoselection, a stereocontrolled construction of bicyclic systems with the appropriate stereochemical disposition of the substituents belonging either to a Baccatin-I C-ring precursor or a Taxol CD-ring precursor is reported.
Identification, Synthesis, and Characterization of a Major Circulating Human Metabolite of TRPV4 Antagonist GSK2798745
Behm, David J.,Briand, Jacques,Erhard, Karl,Graczyk-Millbrandt, Grazyna,Holt, Dennis A.,Lawhorn, Brian G.,Mcatee, John J.,Pero, Joseph E.,Rivero, Ralph A.,Roberts, Andrew D.
, p. 1498 - 1502 (2021/09/13)
GSK2798745, an antagonist of the transient receptor potential vanilloid 4 (TRPV4) ion channel, was recently investigated in clinical trials for the treatment of cardiac and respiratory diseases. Human plasma and urine samples collected from healthy volunteers following oral administration were analyzed to identify circulating and excreted metabolites of the parent drug. One major circulating metabolite (1) was found in pooled human plasma samples, accounting for approximately half of the observed drug-related material. Isolation of metabolite 1 from urine samples followed by MS and NMR studies led to a putative structural assignment of 1 where hydroxylation of GSK2798745 occurred on the central ring, producing a penta-substituted cyclohexane structure containing three stereocenters. Two unique chemical syntheses of the proposed structure were developed to confirm the identity of metabolite 1 and provide access to gram quantities for biological characterization.
Synthetic studies on the ambiguine family of alkaloids: Construction of the ABCD ring system
Rafferty, Ryan J.,Williams, Robert M.
supporting information; experimental part, p. 2037 - 2040 (2011/05/09)
A racemic synthesis of the ABCD ring core of the ambiguines that preserves the tertiary alcohol has been accomplished in a convergent synthesis in 10 synthetic steps, in an overall yield of 46% from commercially available 4-bromoindole and m-methylanisole
