2-[(2E,4E,6E,8E,10E,12E,14E)-15-(5,5-dimethyl-1,3-dioxan-2-yl)-6,11-dimethylhexadeca-2,4,6,8,10,12,14-heptaen-2-yl]-5,5-dimethyl-1,3-dioxane | 135967-62-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[(2E,4E,6E,8E,10E,12E,14E)-15-(5,5-dimethyl-1,3-dioxan-2-yl)-6,11-dimethylhexadeca-2,4,6,8,10,12,14-heptaen-2-yl]-5,5-dimethyl-1,3-dioxane
• CAS: 135967-62-3
• 化学式: C₃₀H₄₄O₄
• 分子量: 468.677
• InChiKey: SXDJCVTYJVYFHN-RLNQNSNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  2-[(2E,4E,6E,8E,10E,12E,14E)-15-(5,5-dimethyl-1,3-dioxan-2-yl)-6,11-dimethylhexadeca-2,4,6,8,10,12,14-heptaen-2-yl]-5,5-dimethyl-1,3-dioxane 在 盐酸 、 水 、 草酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以46%的产率得到(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-四甲基-2,4,6,8,10,12,14-十六碳七烯二醛
  参考文献：
  名称：

  Sulfone-Mediated Syntheses of Crocetin Derivatives: Regioselectivity of Highly Functionalized Building Blocks

  摘要：

  New C-5 sulfone building blocks containing a masked polar end group have been devised for the efficient synthesis of carotenoids with polar termini. Chemoselectivity or the regiochemical issue of the highly functionalized units has been carefully addressed depending on the soft or hard nature of electrophiles. These building blocks have been successfully applied to the syntheses of crocetin derivatives, crocetin dial and the novel crocetin dinitrile.

  DOI：

  10.1021/jo500478u
• 作为产物：
  描述：

  2,2′-[(2E,6E,10E,14E) 6,11-dimethyl-4,13-bis-(phenylsulfonyl)hexadeca-2,6,8,10,14-pentaene-2,15-diyl]bis-(5,5-dimethyl-1,3-dioxane) 在 potassium methanolate 作用下， 以 环己烷 、 苯 为溶剂， 反应 8.0h， 以87%的产率得到2-[(2E,4E,6E,8E,10E,12E,14E)-15-(5,5-dimethyl-1,3-dioxan-2-yl)-6,11-dimethylhexadeca-2,4,6,8,10,12,14-heptaen-2-yl]-5,5-dimethyl-1,3-dioxane
  参考文献：
  名称：

  Sulfone-Mediated Syntheses of Crocetin Derivatives: Regioselectivity of Highly Functionalized Building Blocks

  摘要：

  New C-5 sulfone building blocks containing a masked polar end group have been devised for the efficient synthesis of carotenoids with polar termini. Chemoselectivity or the regiochemical issue of the highly functionalized units has been carefully addressed depending on the soft or hard nature of electrophiles. These building blocks have been successfully applied to the syntheses of crocetin derivatives, crocetin dial and the novel crocetin dinitrile.

  DOI：

  10.1021/jo500478u

文献信息

• Sulfone-Mediated Syntheses of Crocetin Derivatives: Regioselectivity of Highly Functionalized Building Blocks
  作者：Eun-Taek Oh、Young-Hun Kim、Jingquan Jin、Liang Su、Jung-Ah Seo、Sangho Koo

  DOI：10.1021/jo500478u

  日期：2014.5.16

  New C-5 sulfone building blocks containing a masked polar end group have been devised for the efficient synthesis of carotenoids with polar termini. Chemoselectivity or the regiochemical issue of the highly functionalized units has been carefully addressed depending on the soft or hard nature of electrophiles. These building blocks have been successfully applied to the syntheses of crocetin derivatives, crocetin dial and the novel crocetin dinitrile.