(4S,5S)-4-(2-((4S,5S)-2,2-dimethyl-5-((Z)-tetradec-3-enyl)-1,3-dioxolan-4-yl)ethyl)-5-((E)-6-(4-methoxybenzyloxy)hex-3-enyl)-2,2-dimethyl-1,3-dioxolane | 1186497-52-8

• 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: (4S,5S)-4-(2-((4S,5S)-2,2-dimethyl-5-((Z)-tetradec-3-enyl)-1,3-dioxolan-4-yl)ethyl)-5-((E)-6-(4-methoxybenzyloxy)hex-3-enyl)-2,2-dimethyl-1,3-dioxolane
• 英文别名: (4S,5S)-4-[2-[(4S,5S)-2,2-dimethyl-5-[(Z)-tetradec-3-enyl]-1,3-dioxolan-4-yl]ethyl]-5-[(E)-6-[(4-methoxyphenyl)methoxy]hex-3-enyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 1186497-52-8
• 化学式: C₄₀H₆₆O₆
• 分子量: 642.96
• InChiKey: HEBXBTPFBPVJAS-IHNRIDGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  46
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-((4S,5S)-5-(2-((4S,5S)-2,2-dimethyl-5-((Z)-tetradec-3-enyl)-1,3-dioxolan-4-yl)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propanal 、 5-[3-(4-methoxybenzyloxy)propylsulfonyl]-1-phenyl-1H-tetrazole 在 双(三甲基硅烷基)氨基钾 作用下， 以 乙二醇二甲醚 为溶剂， 反应 16.33h， 生成 (4S,5S)-4-(2-((4S,5S)-2,2-dimethyl-5-((Z)-tetradec-3-enyl)-1,3-dioxolan-4-yl)ethyl)-5-((Z)-6-(4-methoxybenzyloxy)hex-3-enyl)-2,2-dimethyl-1,3-dioxolane 、 (4S,5S)-4-(2-((4S,5S)-2,2-dimethyl-5-((Z)-tetradec-3-enyl)-1,3-dioxolan-4-yl)ethyl)-5-((E)-6-(4-methoxybenzyloxy)hex-3-enyl)-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Concise Syntheses of the Natural Products (+)-Sylvaticin and (+)-cis-Sylvaticin

  摘要：

  Two concise syntheses of the natural products cis-sylvaticin and sylvaticin are reported, using oxidative cyclization methodology as the key step. A sequential solvolysis/hydride shift/intramolecular reduction cascade was used to establish the trans stereochemistry of one of the THF rings of sylvaticin.

  DOI：

  10.1021/ja9049959

文献信息

• Concise Syntheses of the Natural Products (+)-Sylvaticin and (+)-<i>cis</i>-Sylvaticin
  作者：Timothy J. Donohoe、Robert M. Harris、Oliver Williams、Gráinne C. Hargaden、Jeremy Burrows、Jeremy Parker

  DOI：10.1021/ja9049959

  日期：2009.9.9

  Two concise syntheses of the natural products cis-sylvaticin and sylvaticin are reported, using oxidative cyclization methodology as the key step. A sequential solvolysis/hydride shift/intramolecular reduction cascade was used to establish the trans stereochemistry of one of the THF rings of sylvaticin.