The Total Synthesis of (-)-Lemonomycin was written by Ashley, Eric R.;Cruz, Ernest G.;Stoltz, Brian M.. And the article was included in Journal of the American Chemical Society in 2003.Synthetic Route of C13H19NO3S This article mentions the following:
The first total synthesis of the novel glycosylated tetrahydroisoquinoline antitumor antibiotic (-)-Lemonomycin I has been accomplished. The highly convergent synthesis relies on a key asym. dipolar cycloaddition to set the stereochem. of the aglycon core, a Suzuki fragment coupling to connect the diazabicycle to the aryl subunit, and a stereoselective Pictet-Spengler reaction that incorporates the aminoglycoside subunit directly into the core structure without the need for late-stage glycosylation or protecting group manipulations. The novel aminoglycoside was prepared using a highly diastereoselective Felkin-controlled acetate aldol addition reaction to a threonine-derived ketone. 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. It has been found that isothiazole-based compounds show synergistic effects when used with other biocidal compounds.Synthetic Route of C13H19NO3S
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com