- Facile Syntheses of Azetidin-3-ols by Rearrangement of 2,3-Epoxypropylamines
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The N-alkyl-2,3-epoxypropylamines (2) formed from primary alkylamines (1) and epichlorohydrin were chemoselectively rearranged to the four-membered rings, N-alkylazetidin-3-ols (3), upon treatment of triethylamine in refluxing acetonitrile.
- Oh, Chang Ho,Rhim, Chul Yun,You, Choong Ho,Cho, Jin Rai
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- 3-nitrile methylene azetidine-1-tert-butyl carbonate preparation method
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The invention discloses a 3-nitrile methylene azetidine-1-tert-butyl carbonate preparation method, which specifically comprises: 1, synthesizing 1-tert-butyl-3-glycolate; 2, synthesizing N-Boc-3-hydroxy azetidine through the 1-tert-butyl-3-glycolate obtained in the step 1; 3, synthesizing N-Boc-3-azetidinone through the N-Boc-3-hydroxy azetidinone obtained in the step 2; and 4, synthesizing 3-nitrile methylene azetidine-1-tert-butyl carbonate through the N-Boc-3-azetidinone obtained in the step 3. According to the preparation method disclosed by the invention, the existing conventional five-step synthesis process of 3-nitrile methylene azetidine-1-tert-butyl carbonate is reduced into three steps, so that the synthesis time is greatly saved, the emission of three-waste is reduced, and the process cost is reduced.
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Page/Page column 7; 15-18
(2020/02/06)
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- SEROTONIN RECEPTOR MODULATORS
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The biphenyic compounds of formula (I) are serotonin modulators useful in the treatment of serotonin-mediated diseases.
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Page/Page column 160
(2010/07/10)
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- (Halo-benzo carbonyl)heterocyclo fused phenyl p38 kinase inhibiting agents
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Compounds described by the chemical formula (I) or a pharmaceutically acceptable salt thereof: are inhibitors of p38 useful in the treatment of inflammatory diseases such as arthritis.
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- Stereoselective synthesis of 3-hydroxyazetidines via regioselective halogenation of 2,3-epoxyamines by using magnesium bromide
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A novel stereoselective synthesis of 3-hydroxyazetidines starting from 2,3-epoxyamines is described. Regioselectivity of the intramolecular cyclization of 2,3-epoxyamines is controlled by the use magnesium bromide. The cyclization proceeds with retention of the stereochemistry, caused by double inversion of two sequential S(N)2 reactions of the epoxyamines.
- Karikomi, Michinori,Aral, Kouji,Toda, Takashi
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p. 6059 - 6062
(2007/10/03)
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- Preparation of 3-Azetidinols with Non-Bulky 1-Alkyl Substituents
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Cyclization of either the tetrahydropyranyl or trimethylsilyl ether of 1-(alkylamino)-3-chloro-2-propanols 1 followed by cleavage of the azetidinyl ether provides a general method for the preparation of 1-alkyl-3-azetidinols.Unhindered amines provide a more facile preparation of derivatives of 1, or its ethers, than do hindered amines, while hindered derivatives of 1 undergo more facile ring closure.
- Higgins, Robert H.,Eaton, Quentin L.,Worth, Leroy,Peterson, Myra V.
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p. 255 - 259
(2007/10/02)
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