379733-75-2Relevant academic research and scientific papers
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.
Chemoenzymatic synthesis of enantiomerically pure syn-configured 1-aryl-3-methylisochroman derivatives
Simon, Robert C.,Busto, Eduardo,Richter, Nina,Belaj, Ferdinand,Kroutil, Wolfgang
, p. 111 - 121 (2014/01/06)
A two-step synthesis of various enantiomerically pure 1-aryl-3- methylisochroman derivatives was accomplished through asymmetric biocatalytic ketone reduction followed by an oxa-Pictet-Spengler reaction. The compounds were obtained in good to excellent yield (47-92 %) in favor of the syn diastereomers [dr (syn/anti) up to 99:1]. Enantiopure arylpropanols serving as pronucleophiles for the C-C bond-formation step were obtained by biocatalytic reduction by employing enantiocomplementary alcohol dehydrogenases, which gave access to the (S) and (R) enantiomer with up to >99 % conversion and up to >99 % ee. A two-step sequence involving a biocatalytic hydrogen-transfer reduction and a syn-diastereoselective oxa-Pictet-Spengler reaction was established to provide a series of 1-aryl-3-methylchroman derivatives with perfect enantioselectivity; PTSA = para-toluenesulfonic acid. Copyright
Synthesis and antitumor activity of 1,3-benzodioxole derivatives.
Micale, Nicola,Zappala, Maria,Grasso, Silvana
, p. 853 - 859 (2007/10/03)
A series of 1,3-benzodioxoles (5-19) was synthesized and evaluated for their in vitro antitumor activity against human tumor cell lines. Some derivatives exhibited tumor growth inhibition activity. In particular, 6-(4-aminobenzoyl)-1,3-benzodioxole-5-acetic acid methyl ester 8, the most active compound of the series, possesses a significant growth inhibitory activity on 52 cell lines at concentrations ranging from 10(-7) to 10(-5) M.
