(-)-pericosine D | 1054623-05-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (-)-pericosine D
• 英文别名: methyl (3R,4R,5S,6R)-6-chloro-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate；Pericosine D；methyl (3R,4R,5S,6R)-6-chloro-3,4,5-trihydroxycyclohexene-1-carboxylate
• CAS: 1054623-05-0
• 化学式: C₈H₁₁ClO₅
• 分子量: 222.625
• InChiKey: AEDMWQPFIPNFCS-DBRKOABJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl (3R,4R,5S,6R)-6-chloro-3,4-O-cyclohexylidene-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate 在 三氟乙酸 作用下， 以 甲醇 为溶剂， 以37%的产率得到(-)-pericosine D
  参考文献：
  名称：

  Determination of the absolute configuration of the cytotoxic natural product pericosine D

  摘要：

  The synthesis of two diastereomers of pericosine A from (-)-quinic acid was achieved, thus enabling the confirmation of the relative configuration and elucidation of the absolute stereochemistry of cytotoxic natural product pericosine D assigned as methyl (3R,4R,5S,6R)-6-chloro-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.06.008

文献信息

• Determination of the absolute configuration of the cytotoxic natural product pericosine D
  作者：Yoshihide Usami、Koji Mizuki、Hayato Ichikawa、Masao Arimoto

  DOI：10.1016/j.tetasy.2008.06.008

  日期：2008.6

  The synthesis of two diastereomers of pericosine A from (-)-quinic acid was achieved, thus enabling the confirmation of the relative configuration and elucidation of the absolute stereochemistry of cytotoxic natural product pericosine D assigned as methyl (3R,4R,5S,6R)-6-chloro-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate. (C) 2008 Elsevier Ltd. All rights reserved.