methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[(E)-3-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]prop-2-enyl]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate | 1045795-23-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[(E)-3-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]prop-2-enyl]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 1045795-23-0
• 化学式: C₃₄H₄₉NO₁₇
• 分子量: 743.76
• InChiKey: PHYJLBIIQQOPKK-NUWCAEOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  52
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  216
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-galacto-hept-6-enopyranose 、 methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-manno-nononate 在 second generation Grubbs catalyst (ruthenium comp.) 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 、 methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[(E)-3-[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]prop-2-enyl]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
  参考文献：
  名称：

  Cross metathesis for the synthesis of novel C-sialosides

  摘要：

  Cross metathesis of both anomers of C-allyl sialoside (3 alpha/3 beta) with styrene catalyzed by the second generation Grubbs or Hoveyda-Grubbs catalysts gave the corresponding aryl derivatives (4 alpha/4 beta) in virtually quantitative yields. The products were hydrogenated to model compounds 5 alpha/5 beta. Similarly, reaction of the alpha-anomer 3 alpha with galactose derivative 8 gave the olefin-linked disaccharide mimetic 9. Following hydrogenation and deprotection, the ethylene-bridged Neu5Ac alpha(2 -> 6)Gal analogue 11 could be obtained. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.03.036