Chemical Synthesis of Hormones, Pheromones and Other by Kenji Mori

By Kenji Mori
Content material: creation : biofunctional molecules and natural synthesis -- Synthesis of phytohormones, phytoalexins, and different biofunctional molecules of plant starting place -- Synthesis of insect bioregulators except pheromones -- Synthesis of pheromones -- Synthesis of biofunctional molecules of microbial foundation -- Synthesis of marine bioregulators, medicinals and similar compounds -- man made exam of incorrectly proposed constructions of biomolecules -- end : technology as a human undertaking
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Extra resources for Chemical Synthesis of Hormones, Pheromones and Other Bioregulators (Postgraduate Chemistry)
Sample text
50 The crystals of (±)-C were kept in my sample box, and were taken out after 26 years. 51 A lesson learned through this work was the benefit of keeping the synthetic samples in a good shape so that we can use them even after many years. 17 Synthesis of (±)-tripterifordin. 1 Stereochemical problems on abscisic acid Because naturally occurring (+)-abscisic acid (27) did not give crystals good enough for X-ray crystallographic analysis, it was rather difficult to determine its absolute configuration.
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A Swiss patent claimed the hydrogenation product to be C. It was untrue, and the actual product was hydroxy ketone (±)-D. The reason why D is generated is still unclear to me. Optical resolution of (±)-D could be achieved by converting (±)-D into its ester E with 3β-acetoxyetienic acid. The ester E was highly crystalline and could be purified by chromatography and recrystallization. Reduction of E with lithium tri(t-butoxy)aluminum hydride stereoselectively generated axial alcohol F. The axial hydroxy group of F was protected as the corresponding THP ether, which was reduced with lithium aluminum hydride.