57286-93-8Relevant academic research and scientific papers
Method for synthesizing chiral alpha-amino alcohol compound
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Paragraph 0026; 0042-0045, (2021/07/28)
The invention discloses a method for synthesizing a chiral alpha-amino alcohol compound. The method comprises the following steps: sequentially adding an iron catalyst, a ligand, ketone, an organic solvent and silane into a reaction system at 20-30 DEG C in a nitrogen atmosphere, then stirring the obtained mixture, and carrying out column chromatography separation on the obtained product to obtain a product, namely chiral alpha-amino alcohol. According to the invention, the most high-yield iron catalyst in earth crust is used, and cheap silane (PMHS, 500 g/298 yuan) is adopted as a reducing agent, so the asymmetric reduction reaction of alpha-amino ketone can be efficiently achieved under mild conditions so as to obtain the high-yield optically-active chiral alpha-amino alcohol compound; and moreover, through the creative labor of the inventor, reaction yield can reach 99%, and meanwhile, the content of the target product in the generated reaction product is 99%.
A one-pot reduction-transimition-reduction synthesis of N-substituted β-ethanolamines from cyanohydrins
Zandbergen, Peter,Van Den Niewendijk, Adrianus M. C. H.,Brussee, Johannes,Van Der Gen, Arne,Kruse, Chris G.
, p. 3977 - 3982 (2007/10/02)
An efficient (74% - 97% yield) three-step one-pot synthesis of (R)-Halostachine and analogues from O-protected optically active cyanohydrins is described. The reaction sequence involves a DIBAL reduction of the nitrile to an imine, transimination to a secondary imine and sodium borohydride reduction to the corresponding N-substituted β-ethanolamine. Both O-protected as well as unprotected reaction products can be obtained.
The Asymmetric Aldol Reaction of Tosylmethyl Isocyanide and Aldehydes Catalyzed by Chiral Silver(I) Complexes
Sawamura, Masaya,Hamashima, Hitoshi,Ito, Yoshihiko
, p. 5935 - 5936 (2007/10/02)
The asymmetric aldol reaction of tosylmethyl isocyanide and aldehydes in the presence of 1 mol percent of chiral silver(I) catalysts gave optically active 5-alkyl-4-tosyl-2-oxazolines (up to 86percent ee), which were converted to optically active α-alkyl-β-(N-methylamino)ethanols by LiAlH4 reduction.
