Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (5): 926-932.DOI: 10.6023/cjoc201312028 Previous Articles     Next Articles

Articles

异乳糖的合成研究

姜锐, 梁晓梅, 金淑慧, 张建军, 王道全   

  1. 中国农业大学理学院应化系 北京 100193
  • 收稿日期:2013-12-22 修回日期:2014-01-13 发布日期:2014-02-10
  • 通讯作者: 张建军 E-mail:zhangjianjun@cau.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21172257)和十二五科技支撑计划(Nos. 2012BAK25B03-01,2011AA10A206)资助项目.

Efficient Synthesis of Allolactose

Jiang Rui, Liang Xiaomei, Jin Shuhui, Zhang Jianjun, Wang Daoquan   

  1. Key Laboratory of Pesticide Chemistry and Application Technology, Department of Applied Chemistry, China Agricultural University, Beijing 100193
  • Received:2013-12-22 Revised:2014-01-13 Published:2014-02-10
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21172257) and the National S&T Pillar Program of China (Nos. 2012BAK25B03-01, 2011AA10A206).

Allolactose (β-D-galactopyranosyl-(1→6)-α,β-D-glucopyranose) is a reducing disaccharide playing important biological role in bacterial metabolism. Two synthetic methods of allolactose including regioselective glycosylation and stepwise synthesis were investigated using D-glucose and D-galactose as the starting materials. The later approach involved a five-spot strategy, 44% overall yields and all the intermediates were easily to be purified, making the route suitable for large scale preparation of the target compound. All the compounds were characterized by NMR and HRMS spectra.

Key words: allolactose, D-glucose, D-galactose, synthesis