Nabscessin C 的全合成

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/92104

Title:	Nabscessin C 的全合成
Authors:	葉峻瑋;Yeh, Chun-Wei
Contributors:	化學學系
Keywords:	肌醇;myo-inositol
Date:	2023-09-15
Issue Date:	2024-09-19 14:50:19 (UTC+8)
Publisher:	國立中央大學
Abstract:	Nabscessin C (1)是由市售的肌醇(myo-inositol)與原乙酸三乙酯(triethyl orthoacetate)經由13步合成出來。此合成的特點為利用肌醇(myo-inositol)原有的六員環架構，將環上羥基進行去氧(deoxygenation)，以豬胰脂肪酶(porcine pancreas lipase)作為催化劑對內消旋(meso)化合物 89進行去對稱化反應 (desymmetrization)，經還原胺化反應(reductive amination)，得到其關鍵的2-脫氧胺基鯊肌醇(2-deoxy-scyllo-inosamine, DOIA)核心結構，再藉由後續一系列反應合成目標產物。;Nabscessin C was synthesized from commercially available myo-inositol and triethyl orthoacetate in 13 steps.This synthesis started from myo-inositol and subsequent transformations, including deoxygenation, desymmtrization of meso compound 89 by procine pancreas lipase and reductive amination, provided the key 2-deoxy-scyllo-inosamine core (DOIA). This core was then transformed into the target product through a series of subsequent reactions.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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