213968-12-8Relevant academic research and scientific papers
A practical preparation of thiol carboxylic esters of 2-(isoxazolyl) acetic acids
Pesti, Jaan A.,Yin, Jianguo,Chung, Jihchin
, p. 3811 - 3820 (1999)
High yields of several thiolesters of 2-[3-(4-cyanophenyl)-4,5-dihydro- 5-isoxazolyl]acetic acid are easily prepared from the corresponding oxoester by the reaction with trimethylsilylated mercaptan and aluminum chloride. The selection of mercaptans expands the previous scope of this synthetic method.
Novel chiral auxiliary for attempted resolution of key roxifiban intermediate: A simple diastereoselective coupling approach for the synthesis of roxifiban
Gangopadhyay, Ashok K.,Gole, Gopal V.,Jadhav, Ravindra D.,Lal, Bansi
, p. 4157 - 4171 (2008/03/13)
This article describes a simple method for the synthesis of roxifiban, a potent glycoprotein GP IIb-IIIa receptor antagonist, by a diastereoselective coupling approach to give >99.9% optical purity. We have also described an attempt to resolve the key syn
Efficient Preparation of a Key Intermediate in the Synthesis of Roxifiban by Enzymatic Dynamic Kinetic Resolution on Large Scale
Pesti, Jaan A.,Yin, Jinguao,Zhang, Lin-Hua,Anzalone, Luigi,Waltermire, Robert E.,Ma, Philip,Gorko, Edward,Confalone, Pat N.,Fortunak, Joseph,Silverman, Charlotte,Blackwell, John,Chung,Hrytsak, Michael D.,Cooke, Mary,Powell, Lakisha,Ray, Charles
, p. 22 - 27 (2013/09/04)
Additional information is presented for the transformation of a kinetic resolution into a dynamic kinetic resolution of the isobutyl ester 5b to form the acid 2 in high yield and ee via the intermediacy of a thioester 6c, (Pesti, J. A.; Yin, J.; Zhang, L.-H; Anzalone, L. J. Am. Chem. Soc. 2001, 123, 11075-11076.). The development of optimized reaction conditions for the preparation of 6c, its dynamic kinetic resolution to 2, and the scale-up of both reactions into a pilot plant are described.
