• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

肌醇1,3 - 缩醛作为环醇衍生物合成过程中的早期中间体。

myo-Inositol 1,3-acetals as early intermediates during the synthesis of cyclitol derivatives.

作者信息

Gurale Bharat P, Sardessai Richa S, Shashidhar Mysore S

机构信息

Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pashan Road, Pune 411 008, India.

Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pashan Road, Pune 411 008, India.

出版信息

Carbohydr Res. 2014 Nov 18;399:8-14. doi: 10.1016/j.carres.2014.08.010. Epub 2014 Aug 23.

DOI:10.1016/j.carres.2014.08.010
PMID:25216930
Abstract

Synthetic sequences starting from commercially available myo-inositol necessarily involve protection-deprotection strategies of its six hydroxyl groups. Several strategies have been developed/attempted over the last several decades leading to the synthesis of naturally occurring phosphoinositols, their analogs, and cyclitol derivatives. Of late, myo-inositol 1,3-acetals, which can be obtained by the reductive cleavage of myo-inositol orthoesters have emerged as early intermediates for the synthesis of phosphorylated and other inositol derivatives. This mini-review is an attempt to illustrate the economy and convenience of using myo-inositol 1,3-acetals as early intermediates during syntheses from myo-inositol.

摘要

从市售的肌醇开始的合成序列必然涉及对其六个羟基的保护-脱保护策略。在过去几十年中已经开发/尝试了几种策略,从而实现了天然存在的磷酸肌醇、其类似物和环糖醇衍生物的合成。近来,可通过肌醇原酸酯的还原裂解得到的肌醇1,3-缩醛已成为合成磷酸化和其他肌醇衍生物的早期中间体。本综述旨在说明在从肌醇开始的合成过程中使用肌醇1,3-缩醛作为早期中间体的经济性和便利性。

相似文献

1
myo-Inositol 1,3-acetals as early intermediates during the synthesis of cyclitol derivatives.肌醇1,3 - 缩醛作为环醇衍生物合成过程中的早期中间体。
Carbohydr Res. 2014 Nov 18;399:8-14. doi: 10.1016/j.carres.2014.08.010. Epub 2014 Aug 23.
2
Radical mediated deoxygenation of inositol benzylidene acetals: conformational analysis, DFT calculations, and mechanism.自由基介导的肌醇苄叉缩醛脱氧反应:构象分析、DFT 计算和机理。
Carbohydr Res. 2012 Apr 1;351:26-34. doi: 10.1016/j.carres.2012.01.001. Epub 2012 Jan 13.
3
Convenient synthesis of 4,6-di-O-benzyl-myo-inositol and myo-inositol 1,3,5-orthoesters.4,6-二-O-苄基-myo-肌醇和肌醇1,3,5-原酸酯的简便合成
Carbohydr Res. 2001 Feb 15;330(3):409-11. doi: 10.1016/s0008-6215(00)00296-2.
4
Synthesis of the aminocyclitol units of (-)-hygromycin A and methoxyhygromycin from myo-inositol.从肌醇合成(-) Hygromycin A 和 Methoxyhygromycin 的氨基环醇单元。
J Org Chem. 2012 Jul 6;77(13):5801-7. doi: 10.1021/jo300444b. Epub 2012 Jun 11.
5
Inositol to aromatics -benzene free synthesis of poly oxygenated aromatics.肌醇用于无苯合成多氧化芳烃以制备芳烃。
Carbohydr Res. 2018 May 22;461:38-44. doi: 10.1016/j.carres.2018.03.007. Epub 2018 Mar 14.
6
A definitive synthesis of D-myo-inositol 1,4,5,6-tetrakisphosphate and its enantiomer D-myo-inositol 3,4,5,6-tetrakisphosphate from a novel butane-2,3-diacetal-protected inositol.从一种新型的丁烷-2,3-二缩醛保护的肌醇中确定性合成D-肌醇1,4,5,6-四磷酸及其对映体D-肌醇3,4,5,6-四磷酸。
Chemistry. 2003 Dec 15;9(24):6207-14. doi: 10.1002/chem.200305207.
7
Efficient syntheses of chiral myo-inositol derivatives--key intermediates in glycosylphosphatidylinositol (GPI) syntheses.手性肌醇衍生物的高效合成——糖基磷脂酰肌醇(GPI)合成中的关键中间体。
Bioorg Med Chem Lett. 2009 Jul 15;19(14):3852-5. doi: 10.1016/j.bmcl.2009.03.151. Epub 2009 Apr 5.
8
Regioselective opening of myo-inositol orthoesters: mechanism and synthetic utility.肌醇邻苯二甲酸酯的区域选择性开环:反应机理与合成应用。
J Org Chem. 2013 Mar 15;78(6):2275-88. doi: 10.1021/jo3027774. Epub 2013 Mar 5.
9
Fluorinated cyclitols as useful biological probes of phosphatidylinositol metabolism.氟化环糖醇作为磷脂酰肌醇代谢的有用生物学探针。
Carbohydr Res. 2004 Jun 22;339(9):1585-95. doi: 10.1016/j.carres.2004.03.030.
10
Practical synthesis of (-)-1-amino-1-deoxy-myo-inositol from achiral precursors.从非手性前体实际合成(-)-1-氨基-1-脱氧-肌醇。
Carbohydr Res. 2007 Sep 3;342(12-13):1947-52. doi: 10.1016/j.carres.2007.04.024. Epub 2007 May 5.

引用本文的文献

1
Benzenoid Aromatics from Renewable Resources.来自可再生资源的苯型芳烃。
Chem Rev. 2024 Oct 9;124(19):10701-10876. doi: 10.1021/acs.chemrev.4c00087. Epub 2024 Sep 17.
2
Useful access to enantiomerically pure protected inositols from carbohydrates: the aldohexos-5-uloses route.从碳水化合物中获得对映体纯的保护型肌醇的有效方法:己醛糖-5-ulose途径。
Beilstein J Org Chem. 2016 Nov 8;12:2343-2350. doi: 10.3762/bjoc.12.227. eCollection 2016.