128432-47-3

Upstream product

• 186581-53-3 diazomethane 
• 128432-46-2 (R)-4-[1,3]Dithian-2-yl-2-(3-methoxy-phenyl)-2-methyl-butyric acid 
• 67-56-1 methanol 

Relevant academic research and scientific papers

Enantioselective synthesis of nitriles containing a quaternary carbon center by michael reactions of silyl ketene imines with 1-acrylpyrazoles

The enantioselective construction of quaternary carbon centers is a marked challenge in asymmetric catalysis research. It is extremely difficult when a chiral catalyst can not distinguish the facial selectivity of the substrate through bond interactions. Here we realized an enantioselective Michael reaction of silyl ketene imines to 1-acrylpyrazoles using a chiral N,N′-dioxide-Co(II) complex. The protocol is highly efficient for the construction of nitrile-, aryl-, and dialkyl-bearing carbon centers and has been successful applied in the divergent synthesis of pharmaceuticals and natural products. The through-space dispersion interactions between unbound silyl ketene imines and the 1-acrylpyrazole-bonded catalyst play a key role in facilitating the reactivity and the enantioselectivity of this process.

Method for asymmetric catalytic synthesis of gamma-cyanoamide compound and chiral drug using gamma-cyanoamide compound

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.

The enantioselective total synthesis of natural (-)-aphanorphine

(-)-Aphanorphine, a novel 3-benzazepine alkaloid isolated from the freshwater blue-green alga Aphanizomenon flos-aquae, has been synthesized in an enantioselective fashion.