Bodugam Mahipal, Javed Salim, Ganguly Arghya, Torres Jessica, Hanson Paul R
Department of Chemistry, University of Kansas , 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-7582, United States.
Org Lett. 2016 Feb 5;18(3):516-9. doi: 10.1021/acs.orglett.5b03547. Epub 2016 Jan 13.
A pot-economical total synthesis of antifungal Sch-725674, 1, is reported. The approach takes advantage of a number of one-pot, sequential transformations, including a phosphate tether-mediated one-pot, sequential RCM/CM/chemoselective hydrogenation protocol, a one-pot tosylation/acrylation sequence, and a one-pot, sequential Finkelstein reaction/Boord olefination/acetonide deprotection procedure to streamline the synthesis route by reducing isolation and purification procedures, thus saving time. Overall, an asymmetric route has been developed that is efficiently accomplished in seven pots from phosphate (S,S)-triene and with minimal purification.
报道了抗真菌药物Sch-725674（1）的一锅法经济全合成。该方法利用了多个一锅法的连续转化反应，包括磷酸酯连接介导的一锅法连续RCM/CM/化学选择性氢化反应、一锅法甲苯磺酰化/丙烯酰化反应序列以及一锅法连续Finkelstein反应/布尔德烯烃化反应/缩丙酮脱保护步骤，通过减少分离和纯化步骤来简化合成路线，从而节省时间。总体而言，已开发出一种不对称合成路线，该路线从磷酸酯（S,S）-三烯开始，在七个反应锅中高效完成，且纯化步骤最少。
