Efficient method for the preparation of peracetylated Neu5Ac2en by flash vacuum pyrolysis.
Efficient method for the preparation of peracetylated Neu5Ac2en by flash vacuum pyrolysis.
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闪蒸真空热解制备全乙酰化 Neu5Ac2en 的有效方法。
DOI：
10.1021/jo900224t
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发表时间：
2009
期刊：
影响因子：
--
通讯作者：
Gervay-Hague,Jacquelyn
中科院分区：
文献类型：
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作者：
Horn,EvanJ;Gervay-Hague,Jacquelyn
全乙酰化Neu5Ac 2en甲酯是合成流感神经氨酸酶抑制剂Relenza的中间体，已通过快速真空热解从全乙酰化Neu5Ac甲酯以高产率合成。包括氘标记的研究和DFT（B3LYP）计算的机制证据表明，这种转化通过分子内顺式消除进行。
Peracetylated Neu5Ac2en methyl ester, an intermediate in the synthesis of the influenza neuraminidase inhibitor Relenza, has been synthesized in high yields from peracetylated Neu5Ac methyl ester by flash vacuum pyrolysis. Mechanistic evidence including deuterium labeled studies and DFT (B3LYP) calculations suggest this transformation proceeds via an intramolecular syn-elimination.