First synthesis of natural phosphatidyl-β-d-glucoside

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• 作者：Peter Greimel ; Yukishige Ito
• 关键词：Phosphatidylglucoside ; t-Butyl orthoester ; H-phosphonate ; Selective deprotection ; Phospholipids
• 刊名：Tetrahedron Letters
• 出版年：2008
• 出版时间：26 May 2008
• 年：2008
• 卷：49
• 期：22
• 页码：3562-3566
• 全文大小：298 K

文摘

Herein, we report the chemical synthesis of naturally occurring mammalian phosphatidyl-β-d-glucoside (PtdGlc), in order to confirm the proposed structure and to clarify its stereochemistry. We designed a convergent synthetic strategy, suitable to prepare sensitive PtdGlc derivatives. As an initial demonstration of our strategy, we successfully prepared both PtdGlc diastereomers as well as its sensitive arachidonyl analogue. The presence of both diastereomers in the natural sample was confirmed.