62240-37-3Relevant academic research and scientific papers
Highly Regioselective 5-endo-tet Cyclization of 3,4-Epoxy Amines into 3-Hydroxypyrrolidines Catalyzed by La(OTf)3
Hoshino, Yoshihiko,Iwabuchi, Yoshiharu,Kuriyama, Yuse,Sasano, Yusuke,Uesugi, Shun-ichiro,Yamaichi, Aoto
supporting information, p. 1961 - 1965 (2021/01/04)
Highly regioselective intramolecular aminolysis of 3,4-epoxy amines has been achieved. Key features of this reaction are (1) chemoselective activation of epoxides in the presence of unprotected aliphatic amines in the same molecules by a La(OTf)3 catalyst and (2) excellent regioselectivity for anti-Baldwin 5-endo-tet cyclization. This reaction affords 3-hydroxy-2-alkylpyrrolidines stereospecifically in high yields. DFT calculations revealed that the regioselectivity might be attributed to distortion energies of epoxy amine substrates. The use of this reaction was demonstrated by the first enantioselective synthesis of an antispasmodic agent prifinium bromide.
Synthesis method of 5-benzyl-2-tert-butyl-8-oxo-2,5-diazaspiro[3,5]nonanyl-2,5-dicarboxylic acid
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Paragraph 0008; 0009, (2017/09/01)
The invention relates to a synthesis method of 5-benzyl-2-tert-butyl-8-oxo-2,5-diazaspiro[3,5]nonanyl-2,5-dicarboxylic acid. The technical problem of no industrial synthesis routes is mainly solved. The method comprises the following steps: carrying out a
New efficient synthesis of pyrido[2,3-c] and pyrido[3,2-c]coumarin derivatives
Pavé, Grégoire,Chalard, Pierre,Viaud-Massuard, Marie-Claude,Troin, Yves,Guillaumet, Gérald
, p. 987 - 990 (2007/10/03)
Various substituted pyrido[2,3-c] and pyrido[3,2-c]coumarins are efficiently prepared in three steps from 3- and 4-hydroxycoumarins, respectively and protected β-aminoketones.
Daphniphyllum Alkaloids. 10. Classical Total Synthesis of Methyl Homodaphniphyllate
Heathcock, Clayton H.,Davidsen, Steven K.,Mills, Sander G.,Sanner, Mark A.
, p. 2531 - 2544 (2007/10/02)
Details for the first total synthesis of a Daphniphyllum alkaloid are presented.The synthesis required a total of 15 steps from the known keto acid 4 and followed the course 4 -> 10 -> 11 -> 16 -> 20 -> 24 -> 25 -> 27 -> 29 -> 36 -> 46 -> 47 -> 48 -> 49 -
