17575-59-6Relevant articles and documents
Method for asymmetric catalytic synthesis of gamma-cyanoamide compound and chiral drug using gamma-cyanoamide compound
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, (2021/06/02)
The invention relates to a method for asymmetric catalytic synthesis of a gamma-cyanoamide compound and a chiral drug using the gamma-cyanoamide compound. The method specifically comprises the following step: with silicon group-protected allene ketimine and alpha,beta-unsaturated pyrazolecarboxamide as raw materials, a complex formed by chiral amine oxide and cobalt trifluoromethanesulfonate as a catalyst, water as an additive, and trichloromethane as a solvent, conducting reacting for 2 to 48 hours at 0 to -60 DEG C so as to obtain the chiral gamma-cyanopyrazolecarboxamide compound which is high in property and good in substrate universality. A plurality of chiral natural products or drug molecules such as verapamil, Sporochnol A and key intermediates for synthesizing Epilarene, Aphanorphine and Ammoglutethimide can be obtained by performing some simple conversion on the catalytic product, namely the gamma-cyanopyrazolecarboxamide compound.
Regiodivergent Copper Catalyzed Borocyanation of 1,3-Dienes
Jia, Tao,He, Qiong,Ruscoe, Rebecca E.,Pulis, Alexander P.,Procter, David J.
, p. 11305 - 11309 (2018/08/28)
Copper catalyzed multi-functionalization of unsaturated carbon-carbon bonds is a powerful tool for the generation of complex molecules. We report a regiodivergent process that allows a switch between 1,4-borocupration and 4,1-borocupration of 1,3-dienes upon a simple change in ligand. The subsequently generated allyl coppers are trapped in an electrophilic cyanation to selectively generate densely functionalized and synthetically versatile 1,2- or 4,3-borocyanation products.
Photochemically immobilized 4-methylbenzoyl cellulose as a powerful chiral stationary phase for enantioselective chromatography
Francotte, Eric,Huynh, Dan,Zhang, Tong
, (2016/12/30)
A process to immobilize para-methylbenzoyl cellulose (PMBC) on silica gel has been developed and applied to prepare chiral stationary phases (CSPs) for enantioselective chromatography. The immobilization was achieved by simple irradiation of the polysaccharide derivative with ultraviolet light after coating on a silica gel support. The influence of parameters such as irradiation time and solvent on immobilization effectiveness were investigated. The performance of the prepared immobilized phases were evaluated by injection of a series of racemic compounds onto the packed columns and determination of their chiral recognition ability. By contrast to the classical coated phase, the immobilized CSP can be used under various chromatographic conditions without limitation of organic solvent types as the mobile phase. This extended applicability permits to improve selectivity and to resolve chiral compounds which are not or only poorly soluble in the mobile phases which are compatible with the non-immobilized PMBC stationary phase.
