硫酸乙醯肝素分布在細胞表面及細胞間質裡，在生物系統扮演非常重要的角色，其中一特定之3－氧－磺酸化硫酸乙醯肝素八醣體為單純皰疹病毒一型之醣蛋白gD受器，本篇論文即嘗試建立此八醣體之可能結構，以期搭配化合物之生物活性以確立其實際架構。
首先利用雙丙酮D式葡萄醣、D式葡萄胺醣與D式五乙醯葡萄醣，分別以六項、八項及六項步驟分別合成出L式艾杜□喃醣受體16、D式葡萄胺醣予體17與D式葡萄硫□醣受體18，接著醣予體可以在高位向選擇性的條件下與醣受體進行醣鏈結反應，並在一系列的官能基轉換後得到兩種雙醣建構單元10與14。接著雙醣體14與D式葡萄胺醣受體15進行偶合反應產生三醣體11，然後將此三醣體製備成醣受體後與化合物10作用，就可成功得到五醣體54，即完成了八醣體骨架重要片段的建構。

Heparan sulfate (HS), ubiquitously distributed on the cell surface and the extracellular matrix, plays significant roles in biological systems. A 3-O-sulfated HS octasaccharide was identified to bind with the glycoprotein D of herpes simplex virus type-1. This dissertation aims on the development of a strategy for the synthesis of this octasaccharide.
The monosaccharide building blocks 16, 17 and 18 were prepared from diacetone D-glucose, D-glucosamine, and D-glucopyranosyl pentaacetate in six, eghit, and six steps, respectively. Assembly of these monosaccharide synthons followed by stereoselective glycosidation and a series of regioselective deprotection yielded the disaccharide building blocks 10 and 14. Coupling of compounds 14 and 15 gave the trisaccharide 11, which underwent glycosidation with the disaccharide 10 to afford the desired pentasaccharide skeleton 54. Anticipately, this pentasaccharide 54 can be coupled with another trisaccharide unit to provide the octasaccharide skeleton.

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