Pd/PTABS: 6-氯嘌呤核糖核苷胺化及阿格列汀合成的高效水溶性催化体系

Q4 Chemistry Current Protocols in Nucleic Acid Chemistry Pub Date : 2018-08-21 DOI:10.1002/cpnc.58

Shatrughn Bhilare, Siva Sankar Murthy Bandaru, Anant R. Kapdi, Yogesh S. Sanghvi, Carola Schulzke

{"title":"Pd/PTABS: 6-氯嘌呤核糖核苷胺化及阿格列汀合成的高效水溶性催化体系","authors":"Shatrughn Bhilare, Siva Sankar Murthy Bandaru, Anant R. Kapdi, Yogesh S. Sanghvi, Carola Schulzke","doi":"10.1002/cpnc.58","DOIUrl":null,"url":null,"abstract":"The synthesis and catalytic applications of the highly water-soluble ligand 7-phospha-1,3,5-triaza-admantane butane sultonate (PTABS) has been described. The synthesized PTABS ligand along with palladium acetate exhibits excellent reactivity towards the amination reaction of 6-chloro-9-(β-D-ribofuranosyl)-9H-purine at ambient temperature. This protocol offers an advantage over the previously published procedures for the amination of 6-chloropurine nucleoside furnishing 6-N-substituted adenosine analogues. The validation of the present strategy has been demonstrated via synthesis of a uracil-based, anti-diabetic drug alogliptin. © 2018 by John Wiley & Sons, Inc.","PeriodicalId":10966,"journal":{"name":"Current Protocols in Nucleic Acid Chemistry","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2018-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1002/cpnc.58","citationCount":"9","resultStr":"{\"title\":\"Pd/PTABS: An Efficient Water-Soluble Catalytic System for the Amination of 6-Chloropurine Ribonucleoside and Synthesis of Alogliptin\",\"authors\":\"Shatrughn Bhilare, Siva Sankar Murthy Bandaru, Anant R. Kapdi, Yogesh S. Sanghvi, Carola Schulzke\",\"doi\":\"10.1002/cpnc.58\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The synthesis and catalytic applications of the highly water-soluble ligand 7-phospha-1,3,5-triaza-admantane butane sultonate (PTABS) has been described. The synthesized PTABS ligand along with palladium acetate exhibits excellent reactivity towards the amination reaction of 6-chloro-9-(β-D-ribofuranosyl)-9H-purine at ambient temperature. This protocol offers an advantage over the previously published procedures for the amination of 6-chloropurine nucleoside furnishing 6-N-substituted adenosine analogues. The validation of the present strategy has been demonstrated via synthesis of a uracil-based, anti-diabetic drug alogliptin. © 2018 by John Wiley & Sons, Inc.\",\"PeriodicalId\":10966,\"journal\":{\"name\":\"Current Protocols in Nucleic Acid Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2018-08-21\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1002/cpnc.58\",\"citationCount\":\"9\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Current Protocols in Nucleic Acid Chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/cpnc.58\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"Chemistry\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current Protocols in Nucleic Acid Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/cpnc.58","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"Chemistry","Score":null,"Total":0}

引用次数: 9

摘要

介绍了高水溶性配体7-磷酸-1,3,5-三氮杂-阿曼烷丁烷磺酸盐(PTABS)的合成及其催化应用。合成的PTABS配体与醋酸钯在室温下对6-氯-9-(β- d -核呋喃基)- 9h -嘌呤的胺化反应表现出良好的反应活性。该方案提供了一个优势比先前发表的程序胺化6-氯嘌呤核苷提供6- n取代腺苷类似物。通过合成一种以尿嘧啶为基础的抗糖尿病药物阿格列汀，证实了当前策略的有效性。©2018 by John Wiley &儿子,Inc。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

Pd/PTABS: An Efficient Water-Soluble Catalytic System for the Amination of 6-Chloropurine Ribonucleoside and Synthesis of Alogliptin

The synthesis and catalytic applications of the highly water-soluble ligand 7-phospha-1,3,5-triaza-admantane butane sultonate (PTABS) has been described. The synthesized PTABS ligand along with palladium acetate exhibits excellent reactivity towards the amination reaction of 6-chloro-9-(β-D-ribofuranosyl)-9H-purine at ambient temperature. This protocol offers an advantage over the previously published procedures for the amination of 6-chloropurine nucleoside furnishing 6-N-substituted adenosine analogues. The validation of the present strategy has been demonstrated via synthesis of a uracil-based, anti-diabetic drug alogliptin. © 2018 by John Wiley & Sons, Inc.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Current Protocols in Nucleic Acid Chemistry Chemistry-Organic Chemistry

自引率

0.00%

发文量

期刊介绍： Published in association with International Society for Nucleosides, Nucleotides & Nucleic Acids (IS3NA) , Current Protocols in Nucleic Acid Chemistry is equally valuable for biotech, pharmaceutical, and academic labs. It is the resource for designing and running successful research projects in the rapidly growing and changing field of nucleic acid, nucleotide, and nucleoside research.

期刊最新文献

Issue Information Immobilized Carbohydrates for Preparation of 3′-Glycoconjugated Oligonucleotides Mutation Analysis of L-Thymidine-Induced Replication Products Using a Restriction Enzyme–Mediated Assay The Sulfo-Click Reaction and Dual Labeling of Nucleosides Controlling Gene-Silencing with Azobenzene-Containing siRNAs (siRNAzos)