(1'S,3'Z,4R)-4-(1'-p-methoxybenzyloxyhex-3'-enyl)-2,2-dimethyl-1,3-dioxolane | 326921-49-7

• 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: (1'S,3'Z,4R)-4-(1'-p-methoxybenzyloxyhex-3'-enyl)-2,2-dimethyl-1,3-dioxolane
• 英文别名: (4R)-4-[(Z,1S)-1-[(4-methoxyphenyl)methoxy]hex-3-enyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 326921-49-7
• 化学式: C₁₉H₂₈O₄
• 分子量: 320.429
• InChiKey: WKJJXCQFPSGBMY-PLQXZHKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1'S,3'Z,4R)-4-(1'-p-methoxybenzyloxyhex-3'-enyl)-2,2-dimethyl-1,3-dioxolane 在 三氟乙酸 作用下， 以 四氢呋喃 、 吡啶 、 水 为溶剂， 生成 (2R,3S,5Z)-2-hydroxy-3-p-methoxybenzyloxyoct-5-enyl pivalate
  参考文献：
  名称：

  First total synthesis of mueggelone

  摘要：

  All the four possible stereoisomers of mueggelone, an inhibitor of fish development, were efficiently synthesized in a stereoselective manner starting from D-arabinose, and the absolute configuration was determined to be 9R,12S,13S. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01285-5
• 作为产物：
  描述：

  1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol 在 sodium hydride 、 mercury dichloride 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 乙醚 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.67h， 生成 (1'S,3'Z,4R)-4-(1'-p-methoxybenzyloxyhex-3'-enyl)-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  First total synthesis and determination of the absolute configuration of mueggelone

  摘要：

  All the four possible stereoisomers of mueggelone, an inhibitor of fish development, were efficiently synthesized in a stereoselective manner starting from D-arabinose, and the absolute configuration was determined to be 9R, 12S, 13S. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00279-4

文献信息

• First total synthesis of mueggelone
  作者：Ken Ishigami、Hajime Motoyoshi、Takeshi Kitahara

  DOI：10.1016/s0040-4039(00)01285-5

  日期：2000.11

  All the four possible stereoisomers of mueggelone, an inhibitor of fish development, were efficiently synthesized in a stereoselective manner starting from D-arabinose, and the absolute configuration was determined to be 9R,12S,13S. (C) 2000 Elsevier Science Ltd. All rights reserved.
• First total synthesis and determination of the absolute configuration of mueggelone
  作者：Hajime Motoyoshi、Ken Ishigami、Takeshi Kitahara

  DOI：10.1016/s0040-4020(01)00279-4

  日期：2001.4

  All the four possible stereoisomers of mueggelone, an inhibitor of fish development, were efficiently synthesized in a stereoselective manner starting from D-arabinose, and the absolute configuration was determined to be 9R, 12S, 13S. (C) 2001 Elsevier Science Ltd. All rights reserved.