1,1-Diethoxy-2-pentene | 1017281-55-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-Diethoxy-2-pentene
• 英文别名: (E)-1,1-diethoxypent-2-ene
• CAS: 1017281-55-8
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: LMEVRZONMYHVAF-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-Diethoxy-2-pentene 以53%的产率得到
  参考文献：
  名称：

  BESTMANN, H. J.;ROTH, K.;ETTLINGER, M., CHEM. BER., 1982, 115, N 1, 161-171

  摘要：

  DOI：
• 作为产物：
  描述：

  (2,2-Diethoxyethyliden)triphenylphosphoran 、 丙醛 以93%的产率得到
  参考文献：
  名称：

  BESTMANN, H. J.;ROTH, K.;ETTLINGER, M., CHEM. BER., 1982, 115, N 1, 161-171

  摘要：

  DOI：

文献信息

• Chemical Library and Structure–Activity Relationships of 11-Demethyl-12-oxo Calanolide A Analogues as Anti-HIV-1 Agents
  作者：Tao Ma、Li Liu、Hai Xue、Li Li、Chunyan Han、Lin Wang、Zhiwei Chen、Gang Liu

  DOI：10.1021/jm701405p

  日期：2008.3.13

  (+)-Calanolide A (1) as a natural product was previously found as an inhibitor of HIV-1 reverse tratiscriptase. In our further investigation of its template, racemic 11-demethyl-12-oxo calanolide A (15), which had two fewer chiral carbon centers at the C-11 and C-12 positions than (+)-calanolide A, had a comparably inhibitory activity and better therapeutic index (EC(50) = 0.11 mu M, TI = 818) against HIV-1 in vitro. A library based on its structural core was then designed and synthesized with introduction of nine diversity points in this article. The evaluations of anti-HIV-1 activity in vitro concluded their structure-activity relationships (SARs). A novel compound (10-bromomethyl-11-demethyl-12-oxo calanolide A, 123) was identified to have much higher inhibitory potency and therapeutic index (EC(50) = 2.85 nM, TI > 10,526) than those of the class compound against HIV-1. This finding provided a very important clue that modifications of the C ring at the C-10 position may be conducted to obtain drug candidates with better activity against HIV-1.

  (+)-Calanolide A (1) 作为一种天然产物，先前被发现是HIV-1逆转录酶的抑制剂。在我们对其模板的进一步研究中，外消旋的11-去甲基-12-酮基calanolide A (15) 被发现。与(+)-calanolide A相比，它在C-11和C-12位上少两个手性碳中心，但其对HIV-1的抑制活性相当，并且具有更好的治疗指数（EC(50) = 0.11 μM，TI = 818）。随后，基于其结构核心设计并合成了一个化合物库，并在本文中引入了九个多样性点。体外评估抗HIV-1活性得出了它们的结构-活性关系（SARs）。发现了一个新的化合物（10-溴甲基-11-去甲基-12-酮基calanolide A，123），其对HIV-1的抑制效力和治疗指数（EC(50) = 2.85 nM，TI > 10,526）显著高于该类化合物。这一发现提供了非常重要的线索，即对C环的C-10位进行修饰，可能会得到对HIV-1活性更好的药物候选物。
• Selective synthesis of 1-alkoxy-3-phenylseleno-1-alkenes and 3-phenylselenoalkanals by the reaction of diisobutylaluminum phenylselenolate with α,β-unsaturated acetals
  作者：Yutaka Nishiyama、Tomoyuki Asano、Yoshihiro Kishimoto、Kazuyoshi Itoh、Yasutaka Ishii

  DOI：10.1016/s0040-4039(98)01898-x

  日期：1998.11

  The reaction of α,β-unsaturated acetals with diisobutylaluminum phenylselenolate followed by treatment with H2O affords the corresponding 1-alkoxy-3-phenylseleno-1-alkenes in good yields. When aq. HCl instead of H2O was employed in the workup, 3-phenylselenoalkanals were formed in good yields.

  α，β-不饱和缩醛与苯硒酸二异丁基铝的反应，然后用H 2 O处理，以良好的收率得到相应的1-烷氧基-3-苯基硒基-1-烯。当水 在后处理中使用HCl代替H 2 O，以高收率形成了3-苯基硒烷。
• TETRACYCLIC DIPYRANO-COUMARIN COMPOUNDS WITH ANTI-HIV AND ANTI-MYCOBACTERIUM TUBERCULOSIS ACTIVITIES
  申请人：Liu Gang

  公开号：US20100324067A1

  公开（公告）日：2010-12-23

  The present invention relates to tetracyclodipyrano-coumarin compounds of general formula (I), wherein the substituents are defined herein. These compounds exihibit dual biological activities of anti human immunodeficiency virus type 1 (HIV-1) infection and anti- Mycobacterium Tuberculosis (TB) infection.

  本发明涉及通式（I）的四环二吡喃香豆素类化合物，其中取代基在此定义。这些化合物表现出抗人类免疫缺陷病毒类型1（HIV-1）感染和抗结核分枝杆菌（TB）感染的双重生物活性。
• TETRIACYCLODIPYRANYL COUMARINS AND THE ANTI-HIV AND ANTI-TUBERCULOSIS USES THEREOF
  申请人：Institute of Mataria Medica, Chinese Academy of Medical Sciences

  公开号：EP2216335A1

  公开（公告）日：2010-08-11

  The present invention relates to tctracyclodipyrano-coumarin compounds of general formula (I), wherein the substituents are defined herein. These compounds exihibit dual biological activities of anti human immunodeficiency virus type 1 (HIV-1) infection and anti-Mycobacterium Tuberculosis (TB) infection.

  本发明涉及通式(I)的三环二吡喃香豆素化合物，其中取代基在本文中定义。这些化合物具有抗人类免疫缺陷病毒 1 型（HIV-1）感染和抗结核分枝杆菌（TB）感染的双重生物活性。
• TETRACYCLODIPYRANYL COUMARINS AND THE ANTI-HIV AND ANTI-TUBERCULOSIS USES THEREOF
  申请人：Institute of Mataria Medica, Chinese Academy of Medical Sciences

  公开号：EP2216335B1

  公开（公告）日：2014-03-12