P-立体定向吗啉代二核苷3',5'-硫代磷酸酯。

P-Stereodefined morpholino dinucleoside 3',5'-phosphorothioates.

作者信息

Jastrzębska Katarzyna, Antończyk Patrycja, Dolot Rafał

机构信息

Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Department of Bioorganic Chemistry, Sienkiewicza 112, 90-363 Łódź, Poland.

出版信息

Org Biomol Chem. 2024 Nov 13;22(44):8737-8742. doi: 10.1039/d4ob01437e.

DOI:10.1039/d4ob01437e

PMID:39392463

Abstract

Here, we present for the first time the synthesis of P-stereodefined morpholino phosphorothioate analogs by using a modified 1,3,2-oxathiaphospholane method (OTP method) and provide valuable structural insights into their stereochemistry. -(2-Thio-4,4-pentamethylene-1,3,2-oxathiaphospholane) derivatives of morpholino-type nucleosides (U-OTPs) were synthesized, separated into pure P-diastereomers and used to prepare P-stereodefined morpholino dinucleoside 3',5'-phosphorothioates.

摘要

在此，我们首次通过使用改良的1,3,2-氧硫杂磷杂环戊烷法（OTP法）合成了具有P-立体构型的吗啉代硫代磷酸酯类似物，并提供了有关其立体化学的有价值的结构见解。合成了吗啉代型核苷的-(2-硫代-4,4-亚戊基-1,3,2-氧硫杂磷杂环戊烷)衍生物（U-OTP），将其分离为纯的P-非对映异构体，并用于制备具有P-立体构型的吗啉代二核苷3',5'-硫代磷酸酯。