{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-octyloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol | 899435-87-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: {(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-octyloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol
• 英文别名: [(2R,3R,4R,5R)-5-[2-[(2R,3R,4R,5R)-5-(octoxymethyl)-3,4-bis(phenylmethoxy)oxolan-2-yl]ethyl]-3,4-bis(phenylmethoxy)oxolan-2-yl]methanol
• CAS: 899435-87-1
• 化学式: C₄₈H₆₂O₈
• 分子量: 767.015
• InChiKey: QENOVERDAHKQQS-ZEOVOZKTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  56
• 可旋转键数：
  25
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  84.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  {(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-octyloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 以86%的产率得到
  参考文献：
  名称：

  An olefin cross metathesis approach to C-disaccharide analogs of the α-d-arabinofuranosyl-(1→5)-α-d-arabinofuranoside motif found in the mycobacterial cell wall

  摘要：

  Reported is the synthesis of a C-disaccharide analog of the alpha-D-Araf-(1 -> 5)-alpha-D-Araf motif present in the cell wall of mycobacteria, including the human pathogen Mycobacterium tuberculosis. The key step is an olefin cross metathesis reaction that proceeds in excellent yield and which can be carried out on mmol scale. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.008
• 作为产物：
  描述：

  {(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol 在 sodium hydride 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 {(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-octyloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol
  参考文献：
  名称：

  An olefin cross metathesis approach to C-disaccharide analogs of the α-d-arabinofuranosyl-(1→5)-α-d-arabinofuranoside motif found in the mycobacterial cell wall

  摘要：

  Reported is the synthesis of a C-disaccharide analog of the alpha-D-Araf-(1 -> 5)-alpha-D-Araf motif present in the cell wall of mycobacteria, including the human pathogen Mycobacterium tuberculosis. The key step is an olefin cross metathesis reaction that proceeds in excellent yield and which can be carried out on mmol scale. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.008