468717-34-2Relevant academic research and scientific papers
Kilogram synthesis of a selective serotonin reuptake inhibitor
Anthes, Robert,Bello, Osagie,Benoit, Serge,Chen, Chien-Kuang,Corbett, Elisabeth,Corbett, Richard M.,DelMonte, Albert J.,Gingras, Stephane,Livingston, Robert,Sausker, Justin,Soumeillant, Maxime
, p. 168 - 177 (2013/01/03)
Process development of a selective serotonin reuptake inhibitor (1) is described. The synthesis features Nishiyama catalystmediated asymmetric cyclopropanation of vinyl indole 2 with ethyldiazoacetate to install the trans-disubstituted cyclopropane. The active pharmaceutical ingredient (1) was prepared in 13 chemical steps with 9 isolations and proceeded in an overall yield of 34%. ? 2008 American Chemical Society.
Conformationally restricted homotryptamines. 2. Indole cyclopropylmethylamines as selective serotonin reuptake inhibitors
Mattson, Ronald J.,Catt, John D.,Denhart, Derek J.,Deskus, Jeffrey A.,Ditta, Jonathan L.,Higgins, Mendi A.,Marcin, Lawrence R.,Sloan, Charles P.,Beno, Brett R.,Gao, Qi,Cunningham, Melissa A.,Mattson, Gail K.,Molski, Thaddeus F.,Taber, Matthew T.,Lodge, Nicholas J.
, p. 6023 - 6034 (2007/10/03)
A series of indole cyclopropylmethylamines were found to be potent serotonin reuptake inhibitors. Nitrile substituents at the 5 and 7 positions of the indole ring gave high affinity for hSERT, and the preferred cyclopropane stereochemistry was determined
Catalytic asymmetric diazoacetate cyclopropanation of 1-tosyl-3- vinylindoles. A route to conformationally restricted homotryptamines
Marcin, Lawrence R.,Denhart, Derek J.,Mattson, Ronald J.
, p. 2651 - 2654 (2007/10/03)
(Chemical Equation Presented) Substituted 1-tosyl-3-vinylindoles undergo catalytic asymmetric cyclopropanation with ethyl- and tert-butyldiazoacetate to afford N-protected trans-2-(indol-3-yl)-1-cyclopropanecarboxylic esters in good yield and high enantio
