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有机化学
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有机化学 ›› 1994, Vol. 14 ›› Issue (3): 280-285. 上一篇    下一篇

研究论文

改进的1,3-缩水-2,4-二-氧-苄基-β-L-鼠李糖及1,3--缩水-2,4,6-三-氧-苄基-β-D-甘露糖的合成

熊素琴;孔繁祚;杨翠坚   

  1. 中国科学院生态环境研究中心
  • 发布日期:1994-06-25

Improved synthesis of 1,3-anhydro-2,4-di-O-benzyl- β-L-rhamno-pyranose and 1,3-anhydro-2,4,6-tri-O-benzyl- β-D-mannopyranose

KONG FANZUO   

  • Published:1994-06-25

用相应二丁基锡络合物对α-L-鼠李糖烯丙基苷及α-D-甘露糖烯丙基苷进行选择性3-氧-烯丙基化. 用(Ph~3P)~3RhCl催化脱烯丙基并苄基化得到相应的苄基化1,3-二醇. 再进行乙酰化,氯化,接着进行关环反应,得到1,3-缩水苄基内醚糖.

关键词: 甘露糖, 鼠李糖, 烯丙基化, 缩水内醚糖

Allyl α-L-rhamnopyranoside and allyl α-D- mannopyranoside were selectively allylated at C-3-OH through the corresponding dibutyl tin complexes. Benzylation followed by deallylation with tris(triphenylphosphine) rhodium chloride afforded the corresponding benzylated 1,3-diols. Acetylation, chlorination followed by ring closure reaction gave the target 1,3-anhydro sugar benzyl ethers.

Key words: RHAMNOSE, MANNOSE, ALLYLATION

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