cis-1-(2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-phenylethene | 200621-44-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cis-1-(2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-phenylethene
• 英文别名: (2S,3S,4R,5R,6R)-2-[(Z)-2-phenylethenyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-3-prop-2-enoxyoxane
• CAS: 200621-44-9
• 化学式: C₃₈H₄₀O₅
• 分子量: 576.733
• InChiKey: HVQFJIQWXAIFAB-KBFNCTRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  43
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cis-1-(2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-phenylethene 在 Grubbs catalyst first generation 作用下， 以 甲苯 为溶剂， 以60%的产率得到(1R,6S,8R,9R,10S)-9,10-bis(benzyloxy)-8-benzyloxymethyl-2,7-dioxabicyclo[4.4.0]dec-4-ene
  参考文献：
  名称：

  A convenient route to cis- and trans-fused bicyclic ethers by ruthenium mediated ring-closing metathesis of diene and enyne carbohydrate derivatives

  摘要：

  A general approach towards the construction of highly functionalised pyranopyran and pyranofuran systems via Grubbs [Ru] catalysed ring-closing metatheses of neighbouring vinyl-O-allyl and vinyl-O-propargyl functions on monosaccharide scaffolds is described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00296-3
• 作为产物：
  描述：

  (3,4,6-tri-O-benzyl-α-D-glucopyranosyl)(phenyl)ethyne 在 Lindlar's catalyst dicobalt octacarbonyl 、 氢气 、 sodium hydride 、 mineral oil 作用下， 以 喹啉 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 生成 cis-1-(2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-phenylethene
  参考文献：
  名称：

  A convenient route to cis- and trans-fused bicyclic ethers by ruthenium mediated ring-closing metathesis of diene and enyne carbohydrate derivatives

  摘要：

  A general approach towards the construction of highly functionalised pyranopyran and pyranofuran systems via Grubbs [Ru] catalysed ring-closing metatheses of neighbouring vinyl-O-allyl and vinyl-O-propargyl functions on monosaccharide scaffolds is described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00296-3

文献信息

• A convenient route to cis- and trans-fused bicyclic ethers by ruthenium mediated ring-closing metathesis of diene and enyne carbohydrate derivatives
  作者：Michiel A. Leeuwenburgh、Camiel Kulker、Howard I. Duynstee、Herman S. Overkleeft、Gijsbert A. van der Marel、Jacques H. van Boom

  DOI：10.1016/s0040-4020(99)00296-3

  日期：1999.7

  A general approach towards the construction of highly functionalised pyranopyran and pyranofuran systems via Grubbs [Ru] catalysed ring-closing metatheses of neighbouring vinyl-O-allyl and vinyl-O-propargyl functions on monosaccharide scaffolds is described. (C) 1999 Elsevier Science Ltd. All rights reserved.