(all-E)-(3R)-3-Hydroxy-7,8-didehydro-8'-apo-β-caroten-8'-al | 190849-79-7

• 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: (all-E)-(3R)-3-Hydroxy-7,8-didehydro-8'-apo-β-caroten-8'-al
• 英文别名: 8'-apo-alloxanthinal；8'-Apoalloxanthin；(2E,4E,6E,8E,10E,12E,14E)-17-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,6,11,15-tetramethylheptadeca-2,4,6,8,10,12,14-heptaen-16-ynal
• CAS: 190849-79-7
• 化学式: C₃₀H₃₈O₂
• 分子量: 430.631
• InChiKey: IKHXVHBELYIQOW-BDQJDLMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (all-E)-(3R)-3-Hydroxy-7,8-didehydro-8'-apo-β-caroten-8'-al 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 (2E,4E,6E,8E,10E,12E,14E,16E)-17-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-2,6,11,15-tetramethyl-heptadeca-2,4,6,8,10,12,14,16-octaenal
  参考文献：
  名称：

  A New Apocarotenoid from the Marine Shellfish Mytilus coruscus

  摘要：

  A new apocarotenoid (1) isolated from the marine shellfish Mytilus coruscus was determined to be (3R)-5-hydroxy-7,8-didehydro-8'-apo-beta-caroten-8'-al by chemical and spectroscopic data.

  DOI：

  10.1021/np970039q
• 作为产物：
  描述：

  (R)-4-((3E,5E,7E,9E,11E,13E,15E)-17,17-Dimethoxy-3,7,12,16-tetramethyl-heptadeca-3,5,7,9,11,13,15-heptaen-1-ynyl)-3,5,5-trimethyl-cyclohex-3-enol 在 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 45.0h， 生成 (all-E)-(3R)-3-Hydroxy-7,8-didehydro-8'-apo-β-caroten-8'-al
  参考文献：
  名称：

  Total Synthesis of C31-Methyl Ketone Apocarotenoids 2: The First Total Synthesis of (3R)-Triophaxanthin.

  摘要：

  Five possible synthetic strategies have been developed for the synthesis of (all-E)-(3R)-triophaxanthin. A short discussion of these strategies is presented. Fully characterised, optically active (all-E)-(3R)-triophaxanthin was prepared by total synthesis for the first time, with 9% overall yield, in 13 linear steps from the readily available (4R,6R)-actinol, (2E)-3-methyl-2-penten-4-yn-1-ol, (all-E)-2,7-dimethyl-2,4,6-octatrienedial and 1,1-dimethoxypropanone.

  DOI：

  10.3891/acta.chem.scand.51-1096

文献信息

• Total Synthesis of C31-Methyl Ketone Apocarotenoids 2: The First Total Synthesis of (3R)-Triophaxanthin.
  作者：Jarle André Haugan、Pål Songe、Christian Rømming、Frode Rise、Michael P. Hartshorn、Manuela Merchán、Ward T. Robinson、Björn O. Roos、Claire Vallance、Bryan R. Wood

  DOI：10.3891/acta.chem.scand.51-1096

  日期：——

  Five possible synthetic strategies have been developed for the synthesis of (all-E)-(3R)-triophaxanthin. A short discussion of these strategies is presented. Fully characterised, optically active (all-E)-(3R)-triophaxanthin was prepared by total synthesis for the first time, with 9% overall yield, in 13 linear steps from the readily available (4R,6R)-actinol, (2E)-3-methyl-2-penten-4-yn-1-ol, (all-E)-2,7-dimethyl-2,4,6-octatrienedial and 1,1-dimethoxypropanone.
• A New Apocarotenoid from the Marine Shellfish <i>Mytilus coruscus</i>
  作者：Takashi Maoka

  DOI：10.1021/np970039q

  日期：1997.6.1

  A new apocarotenoid (1) isolated from the marine shellfish Mytilus coruscus was determined to be (3R)-5-hydroxy-7,8-didehydro-8'-apo-beta-caroten-8'-al by chemical and spectroscopic data.