172542-26-6Relevant articles and documents
Sassafras oil, carrot bits and microwaves: Green lessons learned from the formal total synthesis of (-)-talampanel
Omori, Alvaro Takeo,De Oliveira, Camila De Souza,Andrade, Kleber Tellini,Capeletto, Marina Gon?alves
, p. 103563 - 103565 (2015/12/23)
A formal total synthesis of (-)-talampanel (1), a 2,3-benzodiazepine is described. This work was undertaken to utilize greener reaction conditions. Safrole (a renewable source) was converted to (1) in eight steps, including an enantioselective bioreduction using carrots as the key step. Microwave irradiation was also used to perform three reaction steps.
Organocatalytic approach to (s)-1-arylpropan-2-ols: Enantioselective synthesis of the key intermediate of antiepileptic agent (-)-talampanel
Sawant, Rajiv T.,Waghmode, Suresh B.
experimental part, p. 2269 - 2277 (2010/09/11)
An efficient organocatalytic route for the preparation of enantioselective synthesis of (S)-1-arylpropan-2-ols derivatives, including the key intermediate of antiepileptic agent (-)-talampanel is described. The key steps involved are L-proline-catalyzed a
Stereoselective production of (S)-1-aralkyl- and 1-arylethanols by freshly harvested and lyophilized yeast cells
Erdelyi, Balazs,Szabo, Antal,Seres, Gabor,Birincsik, Laszlo,Ivanics, Jozsef,Szatzker, Gabor,Poppe, Laszlo
, p. 268 - 274 (2007/10/03)
Substituted (S)-1-phenyl- 2a-h and (S)-1-benzyl-propan-2-ols 4a and b, and (S)-1-phenylethanol 6 were produced from prochiral ketones 1a-h, 3a,b and 5 by reductions with freshly harvested Zygosaccharomyces rouxii and Debaryomyces hansenii cells. The bioreductions were also performed by lyophilized cells. Comparison of the secondary alcohols from the bioreductions 2b-e,g,h and 4a and authentic (S)-alcohols (S)-2b-e,g,h and (S)-4a synthesized from enantiopure (S)-methyloxirane 7 proved the absolute configuration of the products.
