食品科学 ›› 2007, Vol. 28 ›› Issue (11): 179-182.

• 工艺技术 • 上一篇    下一篇

β-D-吡喃葡萄糖苷类香料前体的合成及表征

 杨锡洪, 解万翠, 王维民, 谭志诚, 夏咏梅, 汤坚   

  1. 广东海洋大学食品科技学院; 中国科学院大连化学物理研究所热化学实验室; 江南大学食品科学与安全教育部重点实验室; 江南大学食品科学与安全教育部重点实验室 广东湛江524025; 广东湛江524025; 辽宁大连116023; 江苏无锡214122;
  • 出版日期:2007-11-15 发布日期:2011-11-22

Synthesis and Characterization of β-D-Glucopyranosides Flavor Precursors

YANG  Xi-Hong, JIE  Wan-Cui, WANG  Wei-Min, TAN  Zhi-Cheng, XIA  Yong-Mei, TANG  Jian   

  1. 1.School of Food Science and Technology, Guangdong Ocean University. Zhanjiang 524025, China; 2.Thermochemistry Laboratory, Dalian Institute of Chemical Physics, Chinese Academy of Science, Dalian 116023, China; 3.Key Laboratory of Food Science and Safety, Ministry of Education, Jiangnan University, Wuxi 214122, China
  • Online:2007-11-15 Published:2011-11-22

摘要: 为了开发热稳定型香原料,由改进的银盐法合成了香叶基-β-D-吡喃葡萄糖苷、顺-3-己烯基-β-D-吡喃葡萄糖苷、薄荷基-β-D-吡喃葡萄糖苷,并与相转移法、路易斯酸催化法进行了比较,以香叶基-β-D-吡喃葡萄糖苷的合成为例,制备高效催化剂,探讨了催化剂、温度、时间等对糖苷化反应产率的影响,优化后收率为51%。以TLC、HPLC监控反应进程,采用IR、LC/MS、1H-NMR、13CNMR等进行了结构鉴定,对醇类香料的糖苷化反应进行了研究。

关键词: &beta, -D-吡喃葡萄糖苷, 香料前体, 合成, 表征

Abstract: To development thermal stable flavor, geranyl-β-D-glucopyranoside, cis-3-hexenyl-β-D- glucopyranoside and menthyl-β-D-glucopyranoside were prepared by the modified method of Koenigs-Knorr reaction, and compared with other methods such as phase-transfer and Lewis acid catalyst. When synthesis geranyl-β-D-glucopyranoside, a discussion of the effects of the catalyzer, temperature, time on yield was also made in this paper, the yield of the glycosidation reaction was 51% after optimized. In addition, the reaction process was monitored by TLC, HPLC, and IR, LC-MS, 1H-NMR and 13CNMR techniques were adopted to identify the structures of the glycosides. Research on glycosilation was extensively carried out.

Key words: &beta, -D-Glucopyranosides; flavor precursors; synthesis; characterization;