One-flask syntheses of c-di-GMP and the [Rp,Rp] and [Rp,Sp] thiophosphate analogues.

One-flask syntheses of c-di-GMP and the [Rp,Rp] and [Rp,Sp] thiophosphate analogues.
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DOI:
10.1021/ol101236b
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发表时间:
2010-07-16
期刊:
影响因子:
5.2
通讯作者:
Jones, Roger A.
Jones, Roger A.
中科院分区:
化学1区
文献类型:
--
作者:
Gaffney, Barbara L.;Veliath, Elizabeth;Zhao, Jianwei;Jones, Roger A.

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报告了一组完整的反应和条件,允许通过八步一烧瓶合成c-di-GMP的受保护衍生物以及[Rp,Rp]和[Rp,Sp]硫代磷酸类似物。脱保护也以单烧瓶程序进行,通过从反应混合物中结晶分离最终产物。色谱法仅用于分离硫代磷酸酯非对映体。
An integrated set of reactions and conditions that allow an eight step one-flask synthesis of the protected derivatives of c-di-GMP and the [Rp,Rp] and [Rp,Sp] thiophosphate analogs is reported. Deprotection is also carried out as a one-flask procedure, with the final products isolated by crystallization from the reaction mixture. Chromatography is only used for separation of the thiophosphate diastereomers.
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