通过连续流高效催化加氢法合成四氢叶酸的实用方法

IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Flow Chemistry Pub Date : 2024-02-16 DOI:10.1007/s41981-024-00310-7
Heng Pang, Junrong Huang, Juntao Wang, Gang Wang, Ana Xu, Lei Luo, Qunhui Yuan, Hengzhi You, Fen-Er Chen
{"title":"通过连续流高效催化加氢法合成四氢叶酸的实用方法","authors":"Heng Pang,&nbsp;Junrong Huang,&nbsp;Juntao Wang,&nbsp;Gang Wang,&nbsp;Ana Xu,&nbsp;Lei Luo,&nbsp;Qunhui Yuan,&nbsp;Hengzhi You,&nbsp;Fen-Er Chen","doi":"10.1007/s41981-024-00310-7","DOIUrl":null,"url":null,"abstract":"<div><p>Hundred-gram scale of highly selective catalytic hydrogenation of folic acid has been developed, which is adopted continuous-flow technology with Raney Ni as a catalyst. Through optimization of the reaction condition, a high conversion rate of folic acid (&gt; 99%) and a high selectivity (99%) of tetrahydrofolate have been achieved. Additionally, a high-purity calcium-6<i>S</i>-5-methyltetrahydrofolate (6<i>S</i>-5-MTHF.Ca) has been synthesized from tetrahydrofolate obtained by continuous hydrogenation through chiral resolution, methylation, salting and recrystallization (purity: 99.5%, <i>de</i>: 97.6%). Compared to known methods, this method provides a feasible procedure using simple, inexpensive, and readily available reagents, making it a step-economical and cost-effective alternative strategy for production of tetrahydrofolate and its active derivatives.</p><h3>Graphical Abstract</h3><p>For Table of Contents Only</p>\n<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":null,"pages":null},"PeriodicalIF":2.0000,"publicationDate":"2024-02-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Practical synthesis of tetrahydrofolate by highly efficient catalytic hydrogenation in continuous flow\",\"authors\":\"Heng Pang,&nbsp;Junrong Huang,&nbsp;Juntao Wang,&nbsp;Gang Wang,&nbsp;Ana Xu,&nbsp;Lei Luo,&nbsp;Qunhui Yuan,&nbsp;Hengzhi You,&nbsp;Fen-Er Chen\",\"doi\":\"10.1007/s41981-024-00310-7\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Hundred-gram scale of highly selective catalytic hydrogenation of folic acid has been developed, which is adopted continuous-flow technology with Raney Ni as a catalyst. Through optimization of the reaction condition, a high conversion rate of folic acid (&gt; 99%) and a high selectivity (99%) of tetrahydrofolate have been achieved. Additionally, a high-purity calcium-6<i>S</i>-5-methyltetrahydrofolate (6<i>S</i>-5-MTHF.Ca) has been synthesized from tetrahydrofolate obtained by continuous hydrogenation through chiral resolution, methylation, salting and recrystallization (purity: 99.5%, <i>de</i>: 97.6%). Compared to known methods, this method provides a feasible procedure using simple, inexpensive, and readily available reagents, making it a step-economical and cost-effective alternative strategy for production of tetrahydrofolate and its active derivatives.</p><h3>Graphical Abstract</h3><p>For Table of Contents Only</p>\\n<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":630,\"journal\":{\"name\":\"Journal of Flow Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.0000,\"publicationDate\":\"2024-02-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Flow Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s41981-024-00310-7\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Flow Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s41981-024-00310-7","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

采用连续流技术,以 Raney Ni 为催化剂,开发了百克级叶酸高选择性催化加氢反应。通过优化反应条件,实现了叶酸的高转化率(99%)和四氢叶酸的高选择性(99%)。此外,通过手性解析、甲基化、盐析和重结晶,从连续氢化得到的四氢叶酸合成了高纯度的 6S-5-MTHF.Ca (纯度:99.5%,de:97.6%)。与已知方法相比,该方法使用简单、廉价和容易获得的试剂,提供了一个可行的程序,使其成为生产四氢叶酸及其活性衍生物的一种步骤经济、成本效益高的替代策略。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Practical synthesis of tetrahydrofolate by highly efficient catalytic hydrogenation in continuous flow

Hundred-gram scale of highly selective catalytic hydrogenation of folic acid has been developed, which is adopted continuous-flow technology with Raney Ni as a catalyst. Through optimization of the reaction condition, a high conversion rate of folic acid (> 99%) and a high selectivity (99%) of tetrahydrofolate have been achieved. Additionally, a high-purity calcium-6S-5-methyltetrahydrofolate (6S-5-MTHF.Ca) has been synthesized from tetrahydrofolate obtained by continuous hydrogenation through chiral resolution, methylation, salting and recrystallization (purity: 99.5%, de: 97.6%). Compared to known methods, this method provides a feasible procedure using simple, inexpensive, and readily available reagents, making it a step-economical and cost-effective alternative strategy for production of tetrahydrofolate and its active derivatives.

Graphical Abstract

For Table of Contents Only

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
Journal of Flow Chemistry
Journal of Flow Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
6.40
自引率
3.70%
发文量
29
审稿时长
>12 weeks
期刊介绍: The main focus of the journal is flow chemistry in inorganic, organic, analytical and process chemistry in the academic research as well as in applied research and development in the pharmaceutical, agrochemical, fine-chemical, petro- chemical, fragrance industry.
期刊最新文献
Rapid and practical synthesis of N-protected amino ketones in continuous flow via pre-deprotonation protocol Expedited access to β-lactams via a telescoped three-component Staudinger reaction in flow Efficient “One-Column” grignard generation and reaction in continuous flow Two deep learning methods in comparison to characterize droplet sizes in emulsification flow processes Enhanced emulsification process between viscous liquids in an ultrasonic capillary microreactor: mechanism analysis and application in nano-emulsion preparation
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1