biostudies-literatureVilla RNIGMS NIH HHS5396-9https://www.ebi.ac.uk/biostudies/studies/S-EPMC3518397biostudies-literatureUnknown14(21)The total synthesis of FD-895 was completed through a strategy that featured the use of a tandem esterification ring-closing metathesis (RCM) process to construct the 12-membered macrolide and a modified Stille coupling to append the side chain. These studies combined with detailed analysis of all four possible C16-C17 stereoisomers were used to confirm the structure of FD-895 and identify an analog with an enhanced subnanomolar bioactivity.Organic lettersStructure of FD-895 revealed through total synthesis.PMC3518397R01 GM086225R01 GM1003053R01GM086225-01S1Mandel ALLa Clair JJJones BDBurkart MDVilla RfalseStructure of FD-895 revealed through total synthesis.The total synthesis of FD-895 was completed through a strategy that featured the use of a tandem esterification ring-closing metathesis (RCM) process to construct the 12-membered macrolide and a modified Stille coupling to append the side chain. These studies combined with detailed analysis of all four possible C16-C17 stereoisomers were used to confirm the structure of FD-895 and identify an analog with an enhanced subnanomolar bioactivity.2012-01-01T00:00:00Z2012 Nov2020-10-29T12:49:36Z2019-03-27T01:01:38ZS-EPMC35183972307250410.1021/ol3023006