ethyl (2S,3R)-2,3-dihydroxy-4-[(2R,3R,4R,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]butanoate | 186532-70-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (2S,3R)-2,3-dihydroxy-4-[(2R,3R,4R,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]butanoate
• CAS: 186532-70-7
• 化学式: C₄₀H₄₆O₉
• 分子量: 670.8
• InChiKey: NFXFJOAEVAIJTJ-DXHYQPEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  49
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl (2S,3R)-2,3-dihydroxy-4-[(2R,3R,4R,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]butanoate 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 (2S,3R)-2,3-Dihydroxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyric acid
  参考文献：
  名称：

  C-Mannose derivatives as potent mimics of sialyl Lewis X

  摘要：

  The synthesis of five sialyl Lewis X mimetics was described. Mimetics 2 - 6 were easily synthesized from readily available starting materials. Mimics 4 and 6 showed activities five-fold better than sialyl Lewis X. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02124-7
• 作为产物：
  描述：

  2,6-Anhydro-7,8,9-trideoxy-D-glycero-D-manno-non-8-enitol 在 甲基磺酰胺 、 四丁基碘化铵 、 sodium hydride 、 臭氧 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 三苯基膦 、 lithium chloride 作用下， 以 四氢呋喃 、 水 、 乙腈 、 叔丁醇 为溶剂， 生成 ethyl (2S,3R)-2,3-dihydroxy-4-[(2R,3R,4R,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]butanoate
  参考文献：
  名称：

  C-Mannose derivatives as potent mimics of sialyl Lewis X

  摘要：

  The synthesis of five sialyl Lewis X mimetics was described. Mimetics 2 - 6 were easily synthesized from readily available starting materials. Mimics 4 and 6 showed activities five-fold better than sialyl Lewis X. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02124-7

文献信息

• C-Mannose derivatives as potent mimics of sialyl Lewis X
  作者：Thomas G. Marron、Thomas J. Woltering、Gabriele Weitz-Schmidt、Chi-Huey Wong

  DOI：10.1016/s0040-4039(96)02124-7

  日期：1996.12

  The synthesis of five sialyl Lewis X mimetics was described. Mimetics 2 - 6 were easily synthesized from readily available starting materials. Mimics 4 and 6 showed activities five-fold better than sialyl Lewis X. Copyright (C) 1996 Elsevier Science Ltd