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P-Stereodefined morpholino dinucleoside 3′,5′-phosphorothioates
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. N -(2-Thio-4,4-pentamethylene-1,3,2-oxathiaphospholane) deriv...
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Published in: | Organic & biomolecular chemistry 2024-11, Vol.22 (44), p.8737-8742 |
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Main Authors: | , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites |
Online Access: | Get full text |
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Summary: | 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.
N
-(2-Thio-4,4-pentamethylene-1,3,2-oxathiaphospholane) derivatives of morpholino-type nucleosides (
m
U-OTPs) were synthesized, separated into pure P-diastereomers and used to prepare P-stereodefined morpholino dinucleoside 3′,5′-phosphorothioates.
We present P-stereodefined morpholino phosphorothioate analogs and provide valuable structural insights into their stereochemistry. These P-diastereomerically pure analogs could have a significant impact in the field of nucleic acid therapeutics. |
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ISSN: | 1477-0520 1477-0539 1477-0539 |
DOI: | 10.1039/d4ob01437e |