(6R)-6-hydroxy-1-[(2R,5R)-5-[(2R)-3-[(4-methoxyphenyl)methoxy]-2-methylpropyl]-5-methyloxolan-2-yl]-4-methylidene-6-[(2S)-oxolan-2-yl]hexan-1-one | 1108185-50-7

• 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: (6R)-6-hydroxy-1-[(2R,5R)-5-[(2R)-3-[(4-methoxyphenyl)methoxy]-2-methylpropyl]-5-methyloxolan-2-yl]-4-methylidene-6-[(2S)-oxolan-2-yl]hexan-1-one
• CAS: 1108185-50-7
• 化学式: C₂₈H₄₂O₆
• 分子量: 474.638
• InChiKey: LKQMOISCVHDVJN-QCCXDOPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 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：

  (6R)-6-hydroxy-1-[(2R,5R)-5-[(2R)-3-[(4-methoxyphenyl)methoxy]-2-methylpropyl]-5-methyloxolan-2-yl]-4-methylidene-6-[(2S)-oxolan-2-yl]hexan-1-one 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 、 sodium acetate 作用下， 以 二氯甲烷 为溶剂， 以13%的产率得到(1S,3R,5S,2'R,5'R,2''R,2'''S)-5'-{3''-(4-methoxybenzyloxy)-2-methylpropyl}-5'-(methyltetrahydrofuran-2-yl)-3-tetrahydrofuran-2'''-yl-5-(hydroxymethyl)-2,8-dioxabicyclo[3.2.1]octane
  参考文献：
  名称：

  A Novel Approach to the CDE Ring System of Pectenotoxin-4 Triggered by VO(acac)₂-Induced Epoxy-Acetalization

  摘要：

  A novel approach to the CDE fragment of pectenotoxin-4 is described wherein the bicyclic acetal is constructed via a cascade cyclization induced by VO(acac)(2) epoxidation of a homoallylic alcohol.

  DOI：

  10.1021/ol8025457
• 作为产物：
  描述：

  在 silica-supported sodium hydrogen sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以75%的产率得到(6R)-6-hydroxy-1-[(2R,5R)-5-[(2R)-3-[(4-methoxyphenyl)methoxy]-2-methylpropyl]-5-methyloxolan-2-yl]-4-methylidene-6-[(2S)-oxolan-2-yl]hexan-1-one
  参考文献：
  名称：

  A Novel Approach to the CDE Ring System of Pectenotoxin-4 Triggered by VO(acac)₂-Induced Epoxy-Acetalization

  摘要：

  A novel approach to the CDE fragment of pectenotoxin-4 is described wherein the bicyclic acetal is constructed via a cascade cyclization induced by VO(acac)(2) epoxidation of a homoallylic alcohol.

  DOI：

  10.1021/ol8025457

文献信息

• A Novel Approach to the CDE Ring System of Pectenotoxin-4 Triggered by VO(acac)₂-Induced Epoxy-Acetalization
  作者：Sarah Carley、Margaret A. Brimble

  DOI：10.1021/ol8025457

  日期：2009.2.5

  A novel approach to the CDE fragment of pectenotoxin-4 is described wherein the bicyclic acetal is constructed via a cascade cyclization induced by VO(acac)(2) epoxidation of a homoallylic alcohol.