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β-甘氨酰胺核苷酸的立体选择性合成。

Stereoselective Synthesis of β-Glycinamide Ribonucleotide.

机构信息

Department of Chemistry, Northeastern University, Boston, MA 02115, USA.

出版信息

Molecules. 2022 Apr 14;27(8):2528. doi: 10.3390/molecules27082528.

DOI:10.3390/molecules27082528
PMID:35458726
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9024515/
Abstract

A diastereoselective synthesis of the β-anomer of glycinamide ribonucleotide (β-GAR) has been developed. The synthesis was accomplished in nine steps from D-ribose and occurred in 5% overall yield. The route provided material on the multi-milligram scale. The synthetic β-GAR formed was remarkably resistant to anomerization both in solution and as a solid.

摘要

已开发出甘氨酰胺核苷酸(β-GAR)β-异构体的非对映选择性合成方法。该合成从 D-核糖出发经 9 步反应完成,总收率为 5%。该路线提供了毫克级别的大量产物。所合成的β-GAR 在溶液中和作为固体时都非常稳定,不易发生差向异构化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/60abaf03c87f/molecules-27-02528-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/aeff4bf352f9/molecules-27-02528-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/c27ba8c33be4/molecules-27-02528-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/ddf928ab8a4f/molecules-27-02528-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/5ffc0ad87808/molecules-27-02528-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/e00db2523a05/molecules-27-02528-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/bad89a8288ba/molecules-27-02528-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/cae1ac3f50e6/molecules-27-02528-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/2fb6941189cd/molecules-27-02528-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/5768c653552f/molecules-27-02528-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/60abaf03c87f/molecules-27-02528-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/aeff4bf352f9/molecules-27-02528-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/c27ba8c33be4/molecules-27-02528-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/ddf928ab8a4f/molecules-27-02528-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/5ffc0ad87808/molecules-27-02528-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/e00db2523a05/molecules-27-02528-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/bad89a8288ba/molecules-27-02528-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/cae1ac3f50e6/molecules-27-02528-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/2fb6941189cd/molecules-27-02528-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/5768c653552f/molecules-27-02528-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a476/9024515/60abaf03c87f/molecules-27-02528-g002.jpg

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