- Enantioselective BINOL-phosphoric acid catalyzed Pictet - Spengler reactions of N-benzyltryptamine
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(Chemical Equation Presented) Optically active tetrahydro-β-carbolines were synthesized via an (R)-BINOL-phosphoric acid-catalyzed asymmetric Pictet-Spengler reaction of N-benzyltryptamine with a series of aromatic and aliphatic aldehydes. The tetrahydro-β-carbolines were obtained in yields ranging from 77% to 97% and with ee values up to 87%. The triphenylsilyl- substituted BINOL-phosphoric acid proved to be the catalyst of choice for the reaction with aromatic aldehydes. For the aliphatic aldehydes, 3,5-bistrifluoromethylphenyl-substituted BINOL-phosphoric acid was identified as the best catalyst.
- Sewgobind, Nishant V.,Wanner, Martin J.,Ingemann, Steen,De Gelder, Rene,Van Maarseveen, Jan H.,Hiemstra, Henk
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p. 6405 - 6408
(2008/12/22)
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- Alternative synthesis of the PDE5 inhibitor RWJ387273 (R290629)
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An alternative synthesis of a PDE5 inhibitor is reported using a highly diastereoselective Pictet-Spengler reaction. Georg Thieme Verlag Stuttgart.
- Lemaire, Sébastien,Willemsens, Bert,Markó, István E.
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p. 709 - 712
(2007/12/27)
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- AN EFFICIENT AND STEREOSELECTIVE PROCESS FOR LARGE SCALE SYNTHESIS OF 3-(R)-3- (2,3-DIHYDROBENZOFURAN-5-YL)-1,2,3,4- TETRAHYDROPYRROLO{3,4-B}QUINOLIN-9-ONE
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This invention relates to an efficient process for large scale stereoselective production of (3R)-3-(2,3-dihydrobenzofuran-5-yl)-1,2,3,4-tetrahydropyrrolo{3,4-b}quinolin-9-ones and key intermediates used for the preparation of benzofuranyl pyrroloquinolon
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Page/Page column 15; 28; 29
(2008/06/13)
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- An efficient process for synthesis of 3-(R)-3-(2,3-dihydrobenzofuran-5-yl)- 1,2,3,4-tetrahydropyrrolo[3,4-b]quinolin-9-one
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3-(R)-3-(2,3-Dihydrobenzofuran-5-yl)-1,2,3,4-tetrahydropyrrolo[3,4-b] quinotin-9-one (1) is a key intermediate in the synthesis of pyrroloquinolone analogues, a series of highly potent and selective phosphodiesterase 5 (PDE5) inhibitors. Racemic 1-(2,3-di
- Li, Xun,Branum, Shawn,Russell, Ronald K.,Jiang, Weiqin,Sui, Zhihua
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p. 640 - 645
(2012/12/25)
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- SUBSTITUTED PYRROLOPYRIDINONE DERIVATIVES USEFUL AS PHOSPHODIESTERASE INHIBITORS
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The invention relates to novel pyrrolopyridinone derivatives of the formula (I) or (II): pharmaceutical compositions containing the compounds and their use for the treatment of sexual dysfunction
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- Pyrimidinylpyrroloquinolones as highly potent and selective PDE5 inhibitors for treatment of erectile dysfunction
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A series of N-pyrimidinylpyrroloquinolones were discovered as extremely potent and selective PDE5 inhibitors. Representative compounds demonstrated in vivo efficacy in dog erectile dysfunction models and are orally bioavailable.
- Sui, Zhihua,Guan, Jihua,Macielag, Mark J.,Jiang, Weiqin,Zhang, Suying,Qiu, Yuhong,Kraft, Patricia,Bhattacharjee, Sheela,John, T. Matthew,Haynes-Johnson, Donna,Clancy, Joanna
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p. 4094 - 4096
(2007/10/03)
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