(2Z)-2-[(3'aS,7'aS)-7'a-methylspiro[1,3-dioxolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-ylidene]propanal | 1044141-16-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2Z)-2-[(3'aS,7'aS)-7'a-methylspiro[1,3-dioxolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-ylidene]propanal
• CAS: 1044141-16-3
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: VPXVQYWGWWXHDC-YNQFSJHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  碘仿 、 (2Z)-2-[(3'aS,7'aS)-7'a-methylspiro[1,3-dioxolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-ylidene]propanal 在 无水氯化铬(Ⅱ) 作用下， 以76%的产率得到(1Z,3aS,7aS)-1-(4-iodobut-3-en-2-ylidene)-7a-methyloctahydrospiro[indene-5,2'-[1,3]dioxolane]
  参考文献：
  名称：

  Synthesis of BC-ring model of globostellatic acid X methyl ester, an anti-angiogenic substance from marine sponge

  摘要：

  Concise synthesis of BC-ring model compounds of 13E, 17E-globostellatic acid X methyl ester, an anti-angiogenic triterpene derivative from Indonesian marine sponge, was achieved through ynolate olefination and allylic oxidation as key steps. The model compound 5, which was synthesized within 10 reaction steps from commercially available Hajos-Parrish ketone, showed anti-proliferative activity against HUVECs with moderate selectivity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.018
• 作为产物：
  描述：

  在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 生成 (2Z)-2-[(3'aS,7'aS)-7'a-methylspiro[1,3-dioxolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-ylidene]propanal
  参考文献：
  名称：

  Synthesis of BC-ring model of globostellatic acid X methyl ester, an anti-angiogenic substance from marine sponge

  摘要：

  Concise synthesis of BC-ring model compounds of 13E, 17E-globostellatic acid X methyl ester, an anti-angiogenic triterpene derivative from Indonesian marine sponge, was achieved through ynolate olefination and allylic oxidation as key steps. The model compound 5, which was synthesized within 10 reaction steps from commercially available Hajos-Parrish ketone, showed anti-proliferative activity against HUVECs with moderate selectivity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.018

文献信息

• Synthesis of BC-ring model of globostellatic acid X methyl ester, an anti-angiogenic substance from marine sponge
  作者：Naoyuki Kotoku、Nao Tamada、Asami Hayashi、Motomasa Kobayashi

  DOI：10.1016/j.bmcl.2008.05.018

  日期：2008.6

  Concise synthesis of BC-ring model compounds of 13E, 17E-globostellatic acid X methyl ester, an anti-angiogenic triterpene derivative from Indonesian marine sponge, was achieved through ynolate olefination and allylic oxidation as key steps. The model compound 5, which was synthesized within 10 reaction steps from commercially available Hajos-Parrish ketone, showed anti-proliferative activity against HUVECs with moderate selectivity. (C) 2008 Elsevier Ltd. All rights reserved.