5-[(1R,2R)-1-Benzyloxy-2-hydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-4,5-dihydro-isoxazol-5-ol | 760984-92-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-[(1R,2R)-1-Benzyloxy-2-hydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-4,5-dihydro-isoxazol-5-ol
• 英文别名: 5-[(1R,2R)-2-hydroxy-1-phenylmethoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxypropyl]-4H-1,2-oxazol-5-ol
• CAS: 760984-92-7
• 化学式: C₄₇H₅₁NO₁₀
• 分子量: 789.923
• InChiKey: HSJACEAMNWGLFM-DGDMWAROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  58
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  5-[(1R,2R)-1-Benzyloxy-2-hydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-4,5-dihydro-isoxazol-5-ol 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到5-[(1R,2R)-1-benzyl-2-hydroxy-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)]isoxazole
  参考文献：
  名称：

  Oxime-based methods for synthesis of stereodefined acyclic polyfunctionalized δ-azido-nitriles and 5-substituted isoxazoles from carbohydrate derivatives

  摘要：

  Hydroxylamine-mediated syntheses of stereodefined acyclic polyfunctionalized delta-azido-nitriles and 5-substituted isoxazoles, bearing a differentially protected glycerol moiety, from 2-deoxysugars and glycals are described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.050
• 作为产物：
  描述：

  (2R,3R)-3-Benzyloxy-2-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-2,3-dihydro-pyran-4-one 在 盐酸羟胺 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以83%的产率得到5-[(1R,2R)-1-Benzyloxy-2-hydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-4,5-dihydro-isoxazol-5-ol
  参考文献：
  名称：

  Oxime-based methods for synthesis of stereodefined acyclic polyfunctionalized δ-azido-nitriles and 5-substituted isoxazoles from carbohydrate derivatives

  摘要：

  Hydroxylamine-mediated syntheses of stereodefined acyclic polyfunctionalized delta-azido-nitriles and 5-substituted isoxazoles, bearing a differentially protected glycerol moiety, from 2-deoxysugars and glycals are described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.050