ethyl (S)-2-(2-propynyloxy)propanoate | 198341-89-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl (S)-2-(2-propynyloxy)propanoate
• 英文别名: (2S)-2-(2-propynyloxy)propanoic acid ethyl ester；ethyl (2S)-2-prop-2-ynoxypropanoate
• CAS: 198341-89-8
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: MOLGNILWRIAKFZ-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  ethyl (S)-2-(2-propynyloxy)propanoate 在 三乙基硼 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 生成 (6S,6aS)-6,6a-dihydro-6-methylfuro[3,4-b]furan-2(4H)-one
  参考文献：
  名称：

  Butenolide Synthesis by Molybdenum-Mediated Hetero-Pauson−Khand Reaction of Alkynyl Aldehydes

  摘要：

  The highly reactive complex Mo(CO)(3)(DMF)(3) promotes the CO gas-free cyclocarbonylation of 1,5- and 1,6-alkynyl aldehydes under very mild reaction conditions to provide fused butenolides in good yields. This novel Mo-mediated hetero-Pauson-Khand reaction is very general with regard to the substitution at the alkyne terminus and tether (18 tested cases). Using readily available chiral alkynyl aldehydes, this procedure has been applied to the enantio- and stereoselective synthesis of highly substituted bicyclic butenolides, including an intermediate in natural product synthesis.

  DOI：

  10.1021/ja0684186
• 作为产物：
  描述：

  L(-)-乳酸乙酯 、 prop-2-yn-1-yl 2,2,2-trichloroacetimidate 在 三氟甲磺酸 作用下， 以 二氯甲烷 、 环己烷 为溶剂， 以70%的产率得到ethyl (S)-2-(2-propynyloxy)propanoate
  参考文献：
  名称：

  Butenolide Synthesis by Molybdenum-Mediated Hetero-Pauson−Khand Reaction of Alkynyl Aldehydes

  摘要：

  The highly reactive complex Mo(CO)(3)(DMF)(3) promotes the CO gas-free cyclocarbonylation of 1,5- and 1,6-alkynyl aldehydes under very mild reaction conditions to provide fused butenolides in good yields. This novel Mo-mediated hetero-Pauson-Khand reaction is very general with regard to the substitution at the alkyne terminus and tether (18 tested cases). Using readily available chiral alkynyl aldehydes, this procedure has been applied to the enantio- and stereoselective synthesis of highly substituted bicyclic butenolides, including an intermediate in natural product synthesis.

  DOI：

  10.1021/ja0684186

文献信息

• Pyrrolopyridine Compounds, Method of Making Them and Uses Thereof
  申请人：Boubia Benaissa

  公开号：US20080200495A1

  公开（公告）日：2008-08-21

  Pyrrolopyridine compounds corresponding to formula (I): as defined in the claims, pharmaceutically acceptable salts thereof, the process for preparing such compounds, pharmaceutical compositions containing such compounds, and their use as pharmacologically active substances, especially in the treatment of hypertriglyceridemia, hyperlipidemia, hypercholesterolemia, diabetes, endothelial dysfunction, cardiovascular diseases, inflammatory diseases and neurodegenerative diseases.

  与公式（I）中定义的吡咯吡啶化合物相应的药用盐，制备这类化合物的方法，含有这类化合物的药物组合物，以及它们作为药理活性物质的用途，特别是在治疗高甘油三酯血症、高脂血症、高胆固醇血症、糖尿病、内皮功能障碍、心血管疾病、炎症性疾病和神经退行性疾病方面。
• Click reaction on in situ generated β-azidostyrenes from cinnamic acid using CAN–NaN3: synthesis of N-styryl triazoles
  作者：Mitta Kavitha、Bodugam Mahipal、Prathama S Mainkar、Srivari Chandrasekhar

  DOI：10.1016/j.tetlet.2011.01.129

  日期：2011.4

  N-Styryl triazoles are synthesized in one-pot starting with azido styrene obtained in situ from cinnamic acids and various acetylenes. (c) 2011 Elsevier Ltd. All rights reserved.
• Butenolide Synthesis by Molybdenum-Mediated Hetero-Pauson−Khand Reaction of Alkynyl Aldehydes
  作者：Javier Adrio、Juan C. Carretero

  DOI：10.1021/ja0684186

  日期：2007.1.1

  The highly reactive complex Mo(CO)(3)(DMF)(3) promotes the CO gas-free cyclocarbonylation of 1,5- and 1,6-alkynyl aldehydes under very mild reaction conditions to provide fused butenolides in good yields. This novel Mo-mediated hetero-Pauson-Khand reaction is very general with regard to the substitution at the alkyne terminus and tether (18 tested cases). Using readily available chiral alkynyl aldehydes, this procedure has been applied to the enantio- and stereoselective synthesis of highly substituted bicyclic butenolides, including an intermediate in natural product synthesis.