Stereoselective synthesis of several azido/amino- and diazido/diamino-myo-inositols and their phosphates from p-benzoquinone
Stereoselective synthesis of several azido/amino- and diazido/diamino-myo-inositols and their phosphates from p-benzoquinone
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DOI：
10.1039/b302622a
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发表时间：
2003-05-13
影响因子：
3.2
通讯作者：
Altenbach, HJ
中科院分区：
文献类型：
--
作者：
Podeschwa, MAL;Plettenburg, O;Altenbach, HJ
介绍了一种制备叠氮肌醇、氨基肌醇和叠氮康杜糖醇B衍生物的实用方法。从对苯醌开始，两种形式的光学纯化合物都可以通过衍生的二乙酰氧基conduritol B衍生物的酶促拆分来制备。在环醇部分的六个可能位置中的四个中选择性地引入含氮官能团，然后进一步官能化以产生目标化合物。
A practical route is described for the preparation of azido-myo-inositols, amino-myo-inositols and azido-conduritol B derivatives. Starting from p-benzoquinone, optically pure compounds in both forms can be prepared via enzymatic resolution of a derived diacetoxy conduritol B derivative. Selective introduction of nitrogen-containing functional groups in four of the six possible positions in the cyclitol moiety is followed by further functionalization to yield the target compounds.