(1E,3aS,7aS)-1-(4-iodobut-3-en-2-ylidene)-7a-methylhexahydrospiro[indene-5,2'-[1,3]dioxolan]-2(3H)-one | 1044141-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1E,3aS,7aS)-1-(4-iodobut-3-en-2-ylidene)-7a-methylhexahydrospiro[indene-5,2'-[1,3]dioxolan]-2(3H)-one
• CAS: 1044141-14-1
• 化学式: C₁₆H₂₁IO₃
• 分子量: 388.245
• InChiKey: PGSJBFWAPZANFC-SERSLJHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1E,3aS,7aS)-1-(4-iodobut-3-en-2-ylidene)-7a-methylhexahydrospiro[indene-5,2'-[1,3]dioxolan]-2(3H)-one 在 水 、 溶剂黄146 作用下， 以77%的产率得到(3E,3aS,7aR)-3-(4-iodobut-3-en-2-ylidene)-3a-methylhexahydro-1H-indene-2,6-dione
  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：

  (1Z,3aS,7aS)-1-(4-iodobut-3-en-2-ylidene)-7a-methyloctahydrospiro[indene-5,2'-[1,3]dioxolane] 在 3,5-二甲基吡唑 、 chromium(VI) oxide 作用下， 以74%的产率得到(1E,3aS,7aS)-1-(4-iodobut-3-en-2-ylidene)-7a-methylhexahydrospiro[indene-5,2'-[1,3]dioxolan]-2(3H)-one
  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