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Study of the Natural Product Intermediates of Steviolbioside,Steviol, and Isosteviol; O‐ and N‐Acylated Forms of Benzotriazoyl Esters
Authors:Lin‐Wen Lee  Shih‐Ming Chen  Chiung‐Chang Lin  Shiow‐Yunn Sheu  Pen‐Yuan Lin
Institution:1. School of Medicine, Department of Microbiology and Immunolog, Taipei Medical University, 250 Wu‐Hsing St. Taipei, Taiwan, R.O.C.;2. School of Pharmacy, Department of Clinic Pharmacy, Taipei Medical University, 250 Wu‐Hsing St. Taipei, Taiwan, R.O.C.;3. School of Pharmacy, Department of Medicinal Chemistry, Taipei Medical University, 250 Wu‐Hsing St. Taipei Taiwan R.O.C.;4. School of Pharmacy, Department of Pharmaceutical Analysis, Taipei Medical University, 250 Wu‐Hsing St. Taipei, Taiwan, R.O.C.
Abstract:Glycosides, steviolside, and rubaudioside A, which are extracted from the leaves of Stevia rebaudiana, can be used as sweetener for food additive. Intermediates of steviolbioside, steviol, and isosteviol are very stable compounds obtained from benzotriazol‐1‐yloxtri(pyrrolidinol)phosphonium hexafluorophosphate. They are suitable to be used in amide and amide dimer synthesis. These nature product intermediates possess special characteristics. The spectra data showed two tautomeric groups: an ester form and an amide form. Their nuclear magnetic resonance, mass and chromatographic/mass/mass spectra were examined.
Keywords:Steviol  Steviolbioside  Isosteviol‐benzotrazol ester  Benzotriazole‐1‐yl‐oxy‐tris‐pyrrolidinophosphoniumhexafluorophosphate
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