Base Information
- Chemical Name:Methane, oxybis[(methylthio)-
- CAS No.:160237-08-1
- Molecular Formula:C4H10OS2
- Molecular Weight:
- Hs Code.:
Synonyms:
Synonyms:
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The research focuses on the total synthesis of the sesquiterpenoid (+)-bisabolangelone, a compound isolated from the seeds of Angelica bisecta, known for its potent insect antifeeding properties. The purpose of the study was to overcome the limitations posed by the unstable nature of the natural product and to create a synthetic approach to form the heterocyclic ring by cyclization of a γ-acetylenic alcohol, a procedure already known in the field. The synthesis process involved a series of chemical reactions using various reagents such as lithium acetylide of Z-methylpent-2-ene-4-yne, MeI/KOH/DMSO for methylation, PPTS for deprotection, t-BuOK for cyclization, and protective groups like tetrahydropyranyl ether (THP), methylthiomethyl ether (MTM), and [2(trimethylsilyl)ethoxy]methyl ether (SEM). The successful synthesis of (+)-bisabolangelone was confirmed by comparing its spectral data (NMR, IR, MS, UV) and TLC behavior with that of the natural product, yielding a final product identical to the naturally occurring bisabolangelone.
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