A facile synthesis of fully protected meso-diaminopimelic acid (DAP) and its application to the preparation of lipophilic N-acyl iE-DAP.

A facile synthesis of fully protected meso-diaminopimelic acid (DAP) and its application to the preparation of lipophilic N-acyl iE-DAP.
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DOI:
10.3390/molecules18011162
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发表时间:
2013-01-16
期刊:
Molecules (Basel, Switzerland)
影响因子:
--
通讯作者:
Takahata H
Takahata H
中科院分区:
其他
文献类型:
--
作者:
Saito Y;Yoshimura Y;Wakamatsu H;Takahata H

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在格鲁布斯第二代催化剂存在下,通过加纳醛衍生的乙烯基甘氨酸 1b 与受保护的烯丙基甘氨酸 2 的交叉复分解,合成了有益的受保护的内消旋 DAP 9。描述了从 9 制备亲脂性 N-酰基 iE-DAP 作为 NOD 1 介导的免疫应答的有效激动剂。
Synthesis of beneficial protected meso-DAP 9 by cross metathesis of the Garner aldehyde-derived vinyl glycine 1b with protected allyl glycine 2 in the presence of Grubbs second-generation catalyst was performed. Preparation of lipophilic N-acyl iE-DAP as potent agonists of NOD 1-mediated immune response from 9 is described.
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