(2S,9S)-Decane-1,2,9,10-tetraol | 161744-70-3

• 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: (2S,9S)-Decane-1,2,9,10-tetraol
• 英文别名: (2S,9S)-decane-1,2,9,10-tetrol
• CAS: 161744-70-3
• 化学式: C₁₀H₂₂O₄
• 分子量: 206.282
• InChiKey: DAFWFNCOQYVQDQ-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.03
• 重原子数：
  14.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  80.92
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2S,9S)-Decane-1,2,9,10-tetraol 在 正丁基锂 、 詹氏催化剂 、 水 、 sodium methylate 、 二正丁基氧化锡 、 potassium carbonate 、 三乙胺 、 sodium chloride 作用下， 以 四氢呋喃 、 甲醇 、 hexanes 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 37.08h， 生成 piliferolide C
  参考文献：
  名称：

  Synthesis of the structures proposed for natural butanolides piliferolides A and C

  摘要：

  The structures proposed for natural butanolides piliferolides A and C have been synthesized. The allylic and lactone stereogenic centers in the target structures were derived from D-mannitol, while that near the side-chain terminal was taken from (R)-propylene oxide. The synthetic samples helped to reveal that a signal at around delta 2.0 ppm was missing in the H-1 NMR data listing for the structures proposed for natural piliferolides, whereas the delta 29.7 ppm signal in the C-13 NMR reported for the structure proposed for natural piliferolide C most likely stemmed from the impurities in the chromatography solvent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.037
• 作为产物：
  描述：

  (2S,9S)-1,10-bis(phenylmethoxy)decane-2,9-diol 在 palladium dihydroxide 盐酸 、 氯仿 、 氢气 作用下， 生成 (2S,9S)-Decane-1,2,9,10-tetraol
  参考文献：
  名称：

  A Concise Enantiocontrolled Route to (+)-Patulolide C

  摘要：

  A naturally occurring antifungal macrolide (+)-patulolide C has been synthesized enantioselectively via the C-2-symmetric bis-epoxide by incorporation of two molecular units of (R)-0-benzylglycidol.

  DOI：

  10.3987/com-94-s(b)47

文献信息

• Synthesis of the structures proposed for natural butanolides piliferolides A and C
  作者：Jing Guan、Zhi-Bin Zhen、Yang Zou、Zheng-Yu Yue、Ping Jiang、Yan Li、Yikang Wu

  DOI：10.1016/j.tet.2010.12.037

  日期：2011.2

  The structures proposed for natural butanolides piliferolides A and C have been synthesized. The allylic and lactone stereogenic centers in the target structures were derived from D-mannitol, while that near the side-chain terminal was taken from (R)-propylene oxide. The synthetic samples helped to reveal that a signal at around delta 2.0 ppm was missing in the H-1 NMR data listing for the structures proposed for natural piliferolides, whereas the delta 29.7 ppm signal in the C-13 NMR reported for the structure proposed for natural piliferolide C most likely stemmed from the impurities in the chromatography solvent. (C) 2011 Elsevier Ltd. All rights reserved.
• A Concise Enantiocontrolled Route to (+)-Patulolide C
  作者：Seiichi Takano、Taku Murakami、Kiyohiro Samizu、Kunio Ogasawara

  DOI：10.3987/com-94-s(b)47

  日期：——

  A naturally occurring antifungal macrolide (+)-patulolide C has been synthesized enantioselectively via the C-2-symmetric bis-epoxide by incorporation of two molecular units of (R)-0-benzylglycidol.