Wakamiya, Yuma; Ebine, Makoto; Matsumori, Nobuaki; Oishi, Tohru published an article on February 19 ,2020. The article was titled 《Total Synthesis of Amphidinol 3: A General Strategy for Synthesizing Amphidinol Analogues and Structure-Activity Relationship Study》, and you may find the article in Journal of the American Chemical Society.Reference of (R)-Oxiran-2-ylmethanol The information in the text is summarized as follows:
Amphidinol 3 (AM3) is a potent antifungal produced by the dinoflagellate Amphidinium klebsii. It was difficult to determine the absolute configuration of AM3 by using the scarce natural product due to the presence of numerous stereogenic centers on the acyclic carbon chain. Since the absolute configuration was partially determined on the basis of insufficient evidence, the originally proposed structure has been revised three times. Although recent progress on structure determination by computational anal. is remarkable, total synthesis is still the most reliable way to confirm structures. The first total synthesis of AM3 was achieved via expeditious assembly of three components in five steps, confirming the revised structure of AM3 after more than 20 years since its first discovery. The established synthetic route would be a general strategy for synthesizing amphidinol congeners. An artificial and simplified analog of AM3, which elicited antifungal activity comparable to that of AM3, was designed and synthesized. This is the first example of a biol. active artificial analog possessing a shorter polyol moiety, providing insight on the antifungal mode-of-action. After reading the article, we found that the author used (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Reference of (R)-Oxiran-2-ylmethanol)
(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Reference of (R)-Oxiran-2-ylmethanol
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