(7S)-1-(tetrahydro-2H-pyran-2-yloxy)-tetradec-4-yn-7-ol | 183114-36-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (7S)-1-(tetrahydro-2H-pyran-2-yloxy)-tetradec-4-yn-7-ol
• 英文别名: (7S)-1-(oxan-2-yloxy)tetradec-4-yn-7-ol
• CAS: 183114-36-5
• 化学式: C₁₉H₃₄O₃
• 分子量: 310.477
• InChiKey: DXLMRPZZNPMSGK-OYKVQYDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (7S)-1-(tetrahydro-2H-pyran-2-yloxy)-tetradec-4-yn-7-ol 在 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 反应 52.5h， 生成
  参考文献：
  名称：

  Convenient synthesis of (±)- and (S)-antipode of (4E,7S)-7-methoxytetradec-4-enoic acid, the antimicrobial principle of marine cyanophyte

  摘要：

  The (+/-)- and S-isomers of title compound I were prepared via a short and efficient route. The key features of the synthesis were the use of easily accessible materials, operationally simple reaction protocol and highly enantioselective lipase catalyzed esterification for the generation of the required chiron. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00339-4
• 作为产物：
  描述：

  (S)-nonane-1,2-diol 在 氢氧化钾 、 正丁基锂 、 氢溴酸 、 溶剂黄146 作用下， 反应 29.5h， 生成 (7S)-1-(tetrahydro-2H-pyran-2-yloxy)-tetradec-4-yn-7-ol
  参考文献：
  名称：

  Convenient synthesis of (±)- and (S)-antipode of (4E,7S)-7-methoxytetradec-4-enoic acid, the antimicrobial principle of marine cyanophyte

  摘要：

  The (+/-)- and S-isomers of title compound I were prepared via a short and efficient route. The key features of the synthesis were the use of easily accessible materials, operationally simple reaction protocol and highly enantioselective lipase catalyzed esterification for the generation of the required chiron. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00339-4

文献信息

• Total synthesis of malyngamide X and its 7′S-epi isomer
  作者：Suchada Suntornchashwej、Khanit Suwanborirux、Minoru Isobe

  DOI：10.1016/j.tet.2007.01.035

  日期：2007.4

  Stereoselective syntheses of malyngamide X (1) and its 7'(S)-epimer are described. A Lewis acid (Et2AlCl) mediated anti-aldol reaction was employed to generate the stereocenters C-7 and C-8. The route is convergent and provides a convenient access to the synthesis of structural variants of malyngamide X. Stereochemistry at C-7' in the molecules of natural and synthetic 1, and 7'(S)-epi 1 was confirmed by NMR chiral solvation experiments. (c) 2007 Elsevier Ltd. All rights reserved.
• Convenient synthesis of (±)- and (S)-antipode of (4E,7S)-7-methoxytetradec-4-enoic acid, the antimicrobial principle of marine cyanophyte
  作者：S. Sankaranarayanan、Anubha Sharma、Subrata Chattopadhyay

  DOI：10.1016/0957-4166(96)00339-4

  日期：1996.9

  The (+/-)- and S-isomers of title compound I were prepared via a short and efficient route. The key features of the synthesis were the use of easily accessible materials, operationally simple reaction protocol and highly enantioselective lipase catalyzed esterification for the generation of the required chiron. Copyright (C) 1996 Published by Elsevier Science Ltd