• 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

Synthesis and enantiomeric purity determination of chiral 3-benzylglycidol, a key synthon for HIV protease inhibitors.

作者信息

Shum W P, Chen J, Cannarsa M J

机构信息

Research and Development Department, ARCO Chemical Company, Newtown Square, Pennsylvania 19073-2387.

出版信息

Chirality. 1994;6(8):681-4. doi: 10.1002/chir.530060813.

DOI:10.1002/chir.530060813
PMID:7857776
Abstract

The detailed synthesis of (2R,3R)-3-benzylglycidol by the Sharpless asymmetric epoxidation route is described. The enantiomeric purity determination of this compound is complicated by the presence of small quantities of the diastereometric (2R,3S)-3-benzylglycidol from the asymmetric epoxidation of the cis-allylic alcohol, and the unreacted allylic alcohols that are not removed in the product isolation steps. We have developed a direct chiral HPLC method that can resolve all these components for the precise determination of enantiomeric excesses of chiral 3-benzylglycidols.

摘要

相似文献

1
Synthesis and enantiomeric purity determination of chiral 3-benzylglycidol, a key synthon for HIV protease inhibitors.
Chirality. 1994;6(8):681-4. doi: 10.1002/chir.530060813.
2
HPLC with polysaccharide chiral stationary phase in polar-organic phase mode: application to the asymmetric epoxidation of allylic alcohols.多糖手性固定相在极性有机相模式下的高效液相色谱法：在手性环氧化反应中的应用。
J Sep Sci. 2009 Sep;32(18):3055-63. doi: 10.1002/jssc.200900170.
3
Development and validation of a chiral HPLC method for rapid screening of allylic alcohol asymmetric epoxidation processes.一种用于快速筛选烯丙醇不对称环氧化反应过程的手性高效液相色谱方法的开发与验证。
Anal Chim Acta. 2008 Jun 16;618(1):102-9. doi: 10.1016/j.aca.2008.04.034. Epub 2008 Apr 22.
4
Chiral capillary electrophoresis applied to the determination of phenylglycidol enantiomers obtained from cinnamyl alcohol by asymmetric epoxidation using new titanium(IV) alkoxide compounds as catalysts.手性毛细管电泳用于测定以新型钛（IV）醇盐化合物为催化剂，通过不对称环氧化法从肉桂醇制得的苯基缩水甘油醇对映体。
Electrophoresis. 2004 Aug;25(16):2745-54. doi: 10.1002/elps.200405934.
5
Enantioselective epoxidation of olefins with chiral metalloporphyrin catalysts.手性金属卟啉催化剂用于烯烃的对映选择性环氧化反应。
Chem Soc Rev. 2005 Jul;34(7):573-83. doi: 10.1039/b405679p. Epub 2005 Apr 18.
6
Synthesis and enantioselective rearrangement of (Z)-4-triphenylmethoxy-2,3-epoxybutan-1-ol enantiomers.(Z)-4-三苯基甲氧基-2,3-环氧丁烷-1-醇对映体的合成及对映选择性重排
Chirality. 2007 Mar;19(3):197-202. doi: 10.1002/chir.20361.
7
Vanadium-catalyzed asymmetric epoxidation of allylic alcohols in water.水中钒催化的烯丙醇不对称环氧化反应
J Org Chem. 2009 May 1;74(9):3350-5. doi: 10.1021/jo900294h.
8
Effect of additives on chemoselectivity and diastereoselectivity in the catalytic epoxidation of chiral allylic alcohols with hydrogen peroxide and binuclear manganese complexes.添加剂对过氧化氢和双核锰配合物催化手性烯丙醇环氧化反应中化学选择性和非对映选择性的影响。
J Org Chem. 2009 Feb 6;74(3):1135-40. doi: 10.1021/jo801974e.
9
Tandem reactions for streamlining synthesis: enantio- and diastereoselective one-pot generation of functionalized epoxy alcohols.用于简化合成的串联反应：对映选择性和非对映选择性一锅法合成官能化环氧醇
Acc Chem Res. 2008 Aug;41(8):883-93. doi: 10.1021/ar800006h.
10
Liquid-phase synthesis of chiral tartrate ligand library for enantioselective sharpless epoxidation of allylic alcohols.用于烯丙醇对映选择性Sharpless环氧化反应的手性酒石酸酯配体库的液相合成。
J Org Chem. 2004 Mar 19;69(6):2042-7. doi: 10.1021/jo035818s.