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Tetrahydrofuran And 1,3 - Dibenzyl [3,4-d] Imidazole-2 ,4 - Dione Rational Use Of Research And (r) -4 - Methyl-gamma-butyrolactone In The S-configuration Citralis Nitrile Synthesis

Posted on:2011-11-25Degree:MasterType:Thesis
Country:ChinaCandidate:Q LiFull Text:PDF
GTID:2191360302492026Subject:Organic Chemistry
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With the development of human society, some problem rise up, such as lackness of resources, environmental pollution etc. How to enhance the utilization and reduce waste of resources became one of the important tasks for chemical researchers. The rational utilization of resource compounds is one of the main tasks of our research group. Based on the research of rational utilization of the abundant steroidal sapogenins, My master dissertation work mainly focused on how to use 1, 3- Dibenzyltetrahydro-1H-furo[3, 4-d] imidazole-2, 4-dione and Tigogenin, my work concerned on the following sections.1. 1, 3-Dibenzyltetrahydro-1H-furo[3,4-d] Imidazo le-2, 4-dione was oxidized by NaClO to 1, 3-Dibenzyl-4, 5-ci-dicarboxylic Acid 2-Imidazolidone with the yield of 59.0 %, it is the basic raw material of synthesizing vitamin H. The method is very simple, easy to operate and environmental. It also has very high industrial production value, and we try to use 1, 3-Dibenzyl tetrahydro-1H- furo [3, 4-d]imidazole-2, 4-dione for the synthesis of diamine ligands .2. To obtain the (R)-4-methyl- dihydrofuran-2(3 H)-one from the Tigogenin's oxidative drgradation by reseaching on the drgradation's costoff, then converted it by these reactions of the benzyl-opening, lithium aluminum hydrogen reduction, hydroxyl silicon protection, raney Nickel Debenzylation, hydroxyl bromide, changing the bromide to phosphonium, then reaction with benzaldehyde to the key intermediates of (S)-Citralis Nitrile by the six-steps reactions with the overall yield of 38.0 %.
Keywords/Search Tags:1,3-Dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione, resource chemistry, Tigogenin, (R)-4-methyl-dihydrofuran-2(3H)-one, (S)-Citralis Nitrile
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