[(1R)-1-[(4R,5S)-5-ethenyl-2,2-dimethyl-1,3-dioxolan-4-yl]butyl] (4R)-4-(methoxymethoxy)hex-5-enoate | 1224601-77-7

• 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: [(1R)-1-[(4R,5S)-5-ethenyl-2,2-dimethyl-1,3-dioxolan-4-yl]butyl] (4R)-4-(methoxymethoxy)hex-5-enoate
• CAS: 1224601-77-7
• 化学式: C₁₉H₃₂O₆
• 分子量: 356.459
• InChiKey: DPVALNLKMVXFQD-CUSZFKRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(1R)-1-[(4R,5S)-5-ethenyl-2,2-dimethyl-1,3-dioxolan-4-yl]butyl] (4R)-4-(methoxymethoxy)hex-5-enoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以65%的产率得到
  参考文献：
  名称：

  Total synthesis of the phytotoxic stagonolides A and B

  摘要：

  The chemo-enzymatic and covergent synthesis of stagonolide B and the synthesis of stagonolide A, a phytotoxic 10-membered lactone have been achieved starting from D-ribose with overall yields of 25% and 8.7%, respectively. The synthesis contained simple steps in developing three centers' key intermediates, namely the enzymatic (Novozyme-435) resolution of a propargylic alcohol followed by macrolactonization and RCM. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.01.010
• 作为产物：
  描述：

  (R)-4-(methoxymethoxy)hex-5-enoic acid 、 (R)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl]butan-1-ol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以65%的产率得到[(1R)-1-[(4R,5S)-5-ethenyl-2,2-dimethyl-1,3-dioxolan-4-yl]butyl] (4R)-4-(methoxymethoxy)hex-5-enoate
  参考文献：
  名称：

  Total synthesis of the phytotoxic stagonolides A and B

  摘要：

  The chemo-enzymatic and covergent synthesis of stagonolide B and the synthesis of stagonolide A, a phytotoxic 10-membered lactone have been achieved starting from D-ribose with overall yields of 25% and 8.7%, respectively. The synthesis contained simple steps in developing three centers' key intermediates, namely the enzymatic (Novozyme-435) resolution of a propargylic alcohol followed by macrolactonization and RCM. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.01.010

文献信息

• Total synthesis of the phytotoxic stagonolides A and B
  作者：Peddikotla Prabhakar、Singanaboina Rajaram、Dorigondla Kumar Reddy、Vanam Shekar、Yenamandra Venkateswarlu

  DOI：10.1016/j.tetasy.2010.01.010

  日期：2010.2

  The chemo-enzymatic and covergent synthesis of stagonolide B and the synthesis of stagonolide A, a phytotoxic 10-membered lactone have been achieved starting from D-ribose with overall yields of 25% and 8.7%, respectively. The synthesis contained simple steps in developing three centers' key intermediates, namely the enzymatic (Novozyme-435) resolution of a propargylic alcohol followed by macrolactonization and RCM. (C) 2010 Elsevier Ltd. All rights reserved.