Category: 119944-89-7

Synthesis and synthesis-based structural elucidation of (-)-macrosphelides J and K was written by An, Hongchan;Kim, Seung-Hee;Kim, Heegyu;Kim, Kyeojin;Sim, Jaehoon;Jang, Jaebong;Paek, Seung-Mann;Suh, Young-Ger;Yun, Hwayoung. And the article was included in Heterocycles in 2015.Synthetic Route of C13H19NO3S This article mentions the following:

The structures of (-)-macrosphelides J (I) and K (II) have been elucidated via asym. total syntheses. Key points of the structure elucidation include an initial prediction of the stereochemistries of (-)-macrosphelides J and K based on the structural relationship of the macrosphelides and mol. modeling of macrosphelide B. Our synthetic approach features an isoxazoline-based route involving a diastereoselective olefin-nitrile oxide cycloaddition, an intricate reductive N-O bond cleavage of an isoxazoline and O-alkylation of the labile β-hydroxy ketone intermediate. In the experiment, the researchers used many compounds, for example, 1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7Synthetic Route of C13H19NO3S).

1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7) belongs to isothiazole derivatives. Similar to other five-membered heterocycles, isothiazoles react with a wide range of electrophilic and nucleophilic reagents to form diverse products. Isothiazoles are readily prepared from isoxazoles. Thus, reductive ring opening of isoxazoles gives enaminones , which on treatment with phosphorus pentasulfide and chloranil give the corresponding isothiazoles.Synthetic Route of C13H19NO3S

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Synthetic studies on the immunosuppressive agent FK-506: enantioselective synthesis of a C22-C34 fragment was written by Baker, Robert K.;Rupprecht, Kathleen M.;Armistead, David M.;Boger, Joshua;Frankshun, Robert A.;Hodges, Paul J.;Hoogsteen, Karst;Pisano, Judith M.;Witzel, Bruce E.. And the article was included in Tetrahedron Letters in 1998.Synthetic Route of C13H19NO3S This article mentions the following:

The C28-C32 cyclohexyl group of the natural product, FK-506 (I), was prepared enantioselectively from the iodolactone II by replacement of iodide with retention of configuration. The C27-C28 trisubstituted olefin was introduced stereoselectively via a classical aldol/elimination sequence employing titanium enolate methodol. Elaboration of this chem. has led to a synthesis of C22-C34 fragment III of the natural product. In the experiment, the researchers used many compounds, for example, 1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7Synthetic Route of C13H19NO3S).

1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7) belongs to isothiazole derivatives. Some representatives of isothiazoles have proven to be synergists of bioactive substances, which opens the way to lower the doses of drugs used and is especially important in cancer chemotherapy. Isothiazoles are readily prepared from isoxazoles. Thus, reductive ring opening of isoxazoles gives enaminones , which on treatment with phosphorus pentasulfide and chloranil give the corresponding isothiazoles.Synthetic Route of C13H19NO3S

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com