Benzoic acid (S)-1-benzyloxymethyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-ynyl ester | 853929-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzoic acid (S)-1-benzyloxymethyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-ynyl ester
• CAS: 853929-27-8
• 化学式: C₂₇H₃₂O₅
• 分子量: 436.548
• InChiKey: JZUYBMNELJGGEI-PMCHYTPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Benzoic acid (S)-1-benzyloxymethyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-ynyl ester 在 jones reagent 、 4-甲基苯磺酸吡啶 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 Benzoic acid (S)-1-benzyloxymethyl-6-methoxycarbonyl-hex-3-ynyl ester
  参考文献：
  名称：

  First total synthesis of 7(S),17(S)-Resolvin D5, a potent anti-inflammatory docosanoid

  摘要：

  The first total synthesis of 7(S),17(S)-Resolvin D5, a lipid mediator derived from docosahexacnoic acid, has been achieved. The chiral centers were generated via a Co-salen hydrolytic kinetic resolution of a terminal epoxide with > 99% ee. Key steps include Takai olefination, Pd-0/Cu-I coupling and simultaneous deprotection and ester cleavage with lipase from Candida rugosa. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.175
• 作为产物：
  描述：

  苄基缩水甘油醚 在 (R,R)-(salen)Co(III)(OAc) 吡啶 、 正丁基锂 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 Benzoic acid (S)-1-benzyloxymethyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-ynyl ester
  参考文献：
  名称：

  First total synthesis of 7(S),17(S)-Resolvin D5, a potent anti-inflammatory docosanoid

  摘要：

  The first total synthesis of 7(S),17(S)-Resolvin D5, a lipid mediator derived from docosahexacnoic acid, has been achieved. The chiral centers were generated via a Co-salen hydrolytic kinetic resolution of a terminal epoxide with > 99% ee. Key steps include Takai olefination, Pd-0/Cu-I coupling and simultaneous deprotection and ester cleavage with lipase from Candida rugosa. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.175