{"title":"Scalable Preparation of 1-Aminoethyl Substituted Chromanes","authors":"Stefan Diethelm, Gunther Schmidt, Thierry Sifferlen, Amandine Boller, Laurent Cornu, Christine Schmitt","doi":"10.1002/hlca.202300187","DOIUrl":null,"url":null,"abstract":"<p>Chromanes and chromanones are structural motives found in many bioactive compounds. To support structure-activity-relationship (SAR) studies in a medicinal chemistry program, we developed two alternative synthetic strategies to access 1-aminoethyl chromane building blocks. Our strategies involve a C(sp<sup>2</sup>)−C(sp<sup>3</sup>) coupling for late-stage introduction of the aminoethyl side chain. In addition, an optimized process was developed to enable decagram scale preparation of one building block.</p>","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":"107 1","pages":""},"PeriodicalIF":1.5000,"publicationDate":"2023-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Helvetica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/hlca.202300187","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Chromanes and chromanones are structural motives found in many bioactive compounds. To support structure-activity-relationship (SAR) studies in a medicinal chemistry program, we developed two alternative synthetic strategies to access 1-aminoethyl chromane building blocks. Our strategies involve a C(sp2)−C(sp3) coupling for late-stage introduction of the aminoethyl side chain. In addition, an optimized process was developed to enable decagram scale preparation of one building block.
期刊介绍：
Helvetica Chimica Acta, founded by the Swiss Chemical Society in 1917, is a monthly multidisciplinary journal dedicated to the dissemination of knowledge in all disciplines of chemistry (organic, inorganic, physical, technical, theoretical and analytical chemistry) as well as research at the interface with other sciences, where molecular aspects are key to the findings. Helvetica Chimica Acta is committed to the publication of original, high quality papers at the frontier of scientific research. All contributions will be peer reviewed with the highest possible standards and published within 3 months of receipt, with no restriction on the length of the papers and in full color.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
