17104-98-2Relevant articles and documents
Method for preparing 2-nitroalkyl-1-alcohol compound and application thereof
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Paragraph 0063-0079, (2021/04/14)
The invention relates to a method for preparing a 2-nitroalkane-1-alcohol compound and application thereof, and particularly provides a method for preparing the 2-nitroalkane-1-alcohol compound from iron powder/lead dichloride. The process has the advantages of good yield, high diastereoselectivity, wide functional group tolerance and good compatibility.
Ketoreductase catalyzed stereoselective bioreduction of α-nitro ketones
Wang, Zexu,Wu, Xiaofan,Li, Zhining,Huang, Zedu,Chen, Fener
, p. 3575 - 3580 (2019/04/14)
We report here the stereoselective bioreduction of α-nitro ketones catalyzed by ketoreductases (KREDs) with publicly known sequences. YGL039w and RasADH/SyADH were able to reduce 23 class I substrates (1-aryl-2-nitro-1-ethanone (1)) and ten class II substrates (1-aryloxy-3-nitro-2-propanone (4)) to furnish both enantiomers of the corresponding β-nitro alcohols, with good-to-excellent conversions (up to >99%) and enantioselectivities (up to >99% ee) being achieved in most cases. To the best of our knowledge, KRED-mediated reduction of class II α-nitro ketones (1-aryloxy-3-nitro-2-propanone (4)) is unprecedented. Select β-nitro alcohols, including the synthetic intermediates of bioactive molecules (R)-tembamide, (S)-tembamide, (S)-moprolol, (S)-toliprolol and (S)-propanolol, were stereoselectively synthesized in preparative scale with 42% to 90% isolated yields, showcasing the practical potential of our developed system in organic synthesis. Finally, the advantage of using KREDs with known sequence was demonstrated by whole-cell catalysis, in which β-nitro alcohol (R)-2k, the key synthetic intermediate of hypoglycemic natural product (R)-tembamide, was produced in a space-time yield of 178 g L?1 d?1 as well as 95% ee by employing the whole cells of a recombinant E. coli strain coexpressing RasADH and glucose dehydrogenase as the biocatalyst.
Copper-bearing chirality helical coordination polymer and preparation method and application thereof
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Paragraph 0022; 0023; 0024; 0027, (2016/11/21)
The invention discloses a copper-bearing chirality helical coordination polymer and a preparation method and application thereof. The chemical formula is {[Cu (R,R-cdpa) (H2O)2].2NO3. 2H2O}. The preparation method comprises the steps of adding 5 mL of methanol solution into copper dinitrate-water(1/3) and R,R-cdpa to be mixed to obtain suspension liquid and enabling the suspension liquid to stand at room temperature to obtain the copper-bearing chirality helical coordination polymer. The copper-bearing chirality helical coordination polymer has the advantages that a double chelate ligand R,R-cdpa based on chiraity cyclohexanediamine and Cu (II) are utilized to prepare a one-dimensional helical coordination polymer, and the coordination polymer has a right hand 31 helical structure and has second-order non-linear optical activity. The preparing technology is simple, a complex synthesis device is not needed, the production cost is reduced, and the prepared coordination polymer can be applied to asymmetric Henry reaction of aromatic aldehyde and nitromethane.
