Convenient synthesis of C -aza-2,3-dideoxynucleosides

Convenient synthesis of C -aza-2,3-dideoxynucleosides
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C-氮杂-2,3-二脱氧核苷的便捷合成

DOI:
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发表时间:
1999
期刊:
影响因子:
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通讯作者:
M. Yokoyama*
M. Yokoyama*
中科院分区:
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文献类型:
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作者:
A. Momotake;H. Togo;M. Yokoyama*

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以N-Boc-L-焦谷氨酸1为原料,经区域选择性开环、脱水环合、立体选择性还原、酯基还原等一系列反应,合成了1-Aryl-1,2,3,4-tetradeoxy-1,4-imino-D-pentitols 5和9f。它们的结构主要由X-射线结晶学和核磁共振确定。对它们的生物测定也进行了描述。
1-Aryl-1,2,3,4-tetradeoxy-1,4-imino-D-pentitols 5 and 9f are easily synthesized from N-Boc-L-pyroglutamate 1 via a successive procedure involving regioselective ring-opening, recyclization with dehydration, stereoselective reduction, and reduction of the ester group. Their structures are determined mainly by X-ray crystallography and NMR measurements. Their bioassay is also described.