(2S,4S,6R)-2-(hydroxymethyl)-6-phenyltetrahydro-2H-pyran-4-yl 4-nitrobenzoate | 1352492-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,4S,6R)-2-(hydroxymethyl)-6-phenyltetrahydro-2H-pyran-4-yl 4-nitrobenzoate
• 英文别名: [(2S,4S,6R)-2-(hydroxymethyl)-6-phenyloxan-4-yl] 4-nitrobenzoate
• CAS: 1352492-35-3
• 化学式: C₁₉H₁₉NO₆
• 分子量: 357.363
• InChiKey: RALTXCUPNWHINJ-FGTMMUONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,4S,6R)-2-(hydroxymethyl)-6-phenyltetrahydro-2H-pyran-4-yl 4-nitrobenzoate 在 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Stereoselective synthesis of a tetrahydropyranyl diarylheptanoid, ent-diospongin A

  摘要：

  The stereoselective synthesis of the unnatural enantiomer of a cyclic diarylheptanoid, diospongin A is described. The salient feature of this synthesis is the formation of a tetrahydropyran ring via the AgOTf-catalysed intramolecular oxa-Michael addition of a beta-hydroxy ynone followed by hydrogenation (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.10.006
• 作为产物：
  描述：

  (2S,4S,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-yl 4-nitrobenzoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以78%的产率得到(2S,4S,6R)-2-(hydroxymethyl)-6-phenyltetrahydro-2H-pyran-4-yl 4-nitrobenzoate
  参考文献：
  名称：

  Stereoselective synthesis of a tetrahydropyranyl diarylheptanoid, ent-diospongin A

  摘要：

  The stereoselective synthesis of the unnatural enantiomer of a cyclic diarylheptanoid, diospongin A is described. The salient feature of this synthesis is the formation of a tetrahydropyran ring via the AgOTf-catalysed intramolecular oxa-Michael addition of a beta-hydroxy ynone followed by hydrogenation (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.10.006

文献信息

• Stereoselective synthesis of a tetrahydropyranyl diarylheptanoid, ent-diospongin A
  作者：Chada Raji Reddy、Guvvala Balakrishna Reddy、Boinapally Srikanth

  DOI：10.1016/j.tetasy.2011.10.006

  日期：2011.10

  The stereoselective synthesis of the unnatural enantiomer of a cyclic diarylheptanoid, diospongin A is described. The salient feature of this synthesis is the formation of a tetrahydropyran ring via the AgOTf-catalysed intramolecular oxa-Michael addition of a beta-hydroxy ynone followed by hydrogenation (C) 2011 Elsevier Ltd. All rights reserved.