[(2S,3S,4R,5S)-5-[[(3aR,5S,6S,6aR)-5-[(1R)-1,2-dihydroxyethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-3,4-dibenzoyloxyoxolan-2-yl]methyl benzoate | 492454-30-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2S,3S,4R,5S)-5-[[(3aR,5S,6S,6aR)-5-[(1R)-1,2-dihydroxyethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-3,4-dibenzoyloxyoxolan-2-yl]methyl benzoate
• CAS: 492454-30-5
• 化学式: C₃₅H₃₆O₁₃
• 分子量: 664.663
• InChiKey: ZFHGICWRKOGGRK-SQFYEFNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  48
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose 、 [(2S,3S,4R,5S)-5-[[(3aR,5S,6S,6aR)-5-[(1R)-1,2-dihydroxyethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-3,4-dibenzoyloxyoxolan-2-yl]methyl benzoate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到[(2R,3S,4S,5R,6R)-6-[(2R)-2-[(3aR,5S,6S,6aR)-6-[(2S,3R,4S,5S)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)oxolan-2-yl]oxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-hydroxyethoxy]-3,4,5-tribenzoyloxyoxan-2-yl]methyl benzoate
  参考文献：
  名称：

  A simple approach to 3,6-branched galacto-oligosaccharides and its application to the syntheses of a tetrasaccharide and a hexasaccharide related to the arabinogalactans (AGs)

  摘要：

  The preparation of 1,2:5,6-di-O-isopropylidene-alpha-D-galactofuranose was improved by increasing the ratio of DMF to acetone and using a solid supported catalyst. Employing the easily accessible 1, 2:5,6-di-O-isopropylidene-alpha-D-galactofuranose as the starting glycosyl acceptor, a method which is particularly suitable for the regio- and stereoselective syntheses of 3,6-branched galacto-oligosaccharides was developed. A tetrasaccharide and a hexasaccharide related to the arabinogalactans (AGs) from plants were readily prepared using this strategy. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01717-3
• 作为产物：
  描述：

  (2S,3S,4R,5S)-2-((benzoyloxy)methyl)-5-(((3aR,5S,6S,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)oxy)tetrahydrofuran-3,4-diyl dibenzoate 在 溶剂黄146 作用下， 反应 2.0h， 以100%的产率得到[(2S,3S,4R,5S)-5-[[(3aR,5S,6S,6aR)-5-[(1R)-1,2-dihydroxyethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-3,4-dibenzoyloxyoxolan-2-yl]methyl benzoate
  参考文献：
  名称：

  A simple approach to 3,6-branched galacto-oligosaccharides and its application to the syntheses of a tetrasaccharide and a hexasaccharide related to the arabinogalactans (AGs)

  摘要：

  The preparation of 1,2:5,6-di-O-isopropylidene-alpha-D-galactofuranose was improved by increasing the ratio of DMF to acetone and using a solid supported catalyst. Employing the easily accessible 1, 2:5,6-di-O-isopropylidene-alpha-D-galactofuranose as the starting glycosyl acceptor, a method which is particularly suitable for the regio- and stereoselective syntheses of 3,6-branched galacto-oligosaccharides was developed. A tetrasaccharide and a hexasaccharide related to the arabinogalactans (AGs) from plants were readily prepared using this strategy. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01717-3

文献信息

• A simple approach to 3,6-branched galacto-oligosaccharides and its application to the syntheses of a tetrasaccharide and a hexasaccharide related to the arabinogalactans (AGs)
  作者：Jun Ning、Hairong Wang、Yuetao Yi

  DOI：10.1016/s0040-4039(02)01717-3

  日期：2002.10

  The preparation of 1,2:5,6-di-O-isopropylidene-alpha-D-galactofuranose was improved by increasing the ratio of DMF to acetone and using a solid supported catalyst. Employing the easily accessible 1, 2:5,6-di-O-isopropylidene-alpha-D-galactofuranose as the starting glycosyl acceptor, a method which is particularly suitable for the regio- and stereoselective syntheses of 3,6-branched galacto-oligosaccharides was developed. A tetrasaccharide and a hexasaccharide related to the arabinogalactans (AGs) from plants were readily prepared using this strategy. (C) 2002 Elsevier Science Ltd. All rights reserved.