tert-butyl 4-[[(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]benzoate | 1207173-32-7

• 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: tert-butyl 4-[[(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]benzoate
• CAS: 1207173-32-7
• 化学式: C₁₈H₂₆O₆
• 分子量: 338.401
• InChiKey: CAMOALJZERYTLN-HUUCEWRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-[[(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]benzoate 在 N-氯代丁二酰亚胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以91%的产率得到
  参考文献：
  名称：

  On the structure of penipratynolene and WA

  摘要：

  The antipode of the structure proposed for the natural product penipratynolene in the literature was synthesized in high enantiopurity via an chiron approach and fully characterized. However, substantial differences were observed between the physical and spectroscopic data of the synthetic sample and those reported for the natural penipratynolene. Possible causes for the discrepancies are proposed on the basis of acquisition and comparison of additional data. The present work also provides the only piece of synthetic evidence for ail antifungal natural product WA, the corresponding acid of the antipode of natural penipratynolene. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.073
• 作为产物：
  描述：

  (-)-2,3-O-亚异丙基-D-苏力糖醇 、 4-碘苯甲酸叔丁酯 在 copper(l) iodide 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以61%的产率得到tert-butyl 4-[[(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]benzoate
  参考文献：
  名称：

  On the structure of penipratynolene and WA

  摘要：

  The antipode of the structure proposed for the natural product penipratynolene in the literature was synthesized in high enantiopurity via an chiron approach and fully characterized. However, substantial differences were observed between the physical and spectroscopic data of the synthetic sample and those reported for the natural penipratynolene. Possible causes for the discrepancies are proposed on the basis of acquisition and comparison of additional data. The present work also provides the only piece of synthetic evidence for ail antifungal natural product WA, the corresponding acid of the antipode of natural penipratynolene. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.073

文献信息

• On the structure of penipratynolene and WA
  作者：Ya-Jun Jian、Yikang Wu

  DOI：10.1016/j.tet.2009.11.073

  日期：2010.1

  The antipode of the structure proposed for the natural product penipratynolene in the literature was synthesized in high enantiopurity via an chiron approach and fully characterized. However, substantial differences were observed between the physical and spectroscopic data of the synthetic sample and those reported for the natural penipratynolene. Possible causes for the discrepancies are proposed on the basis of acquisition and comparison of additional data. The present work also provides the only piece of synthetic evidence for ail antifungal natural product WA, the corresponding acid of the antipode of natural penipratynolene. (C) 2009 Elsevier Ltd. All rights reserved.