(R)-4-(methoxymethoxy)hex-5-enal | 1224601-75-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-4-(methoxymethoxy)hex-5-enal
• 英文别名: (4R)-4-(methoxymethoxy)hex-5-enal
• CAS: 1224601-75-5
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: LVTACHDFISWQII-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  7
• 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：

  (R)-4-(methoxymethoxy)hex-5-enal 在 sodium chlorite 、 sodium dihydrogenphosphate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 以95%的产率得到(R)-4-(methoxymethoxy)hex-5-enoic acid
  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-en-1-ol 在 2-碘酰苯甲酸 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 4.0h， 以94%的产率得到(R)-4-(methoxymethoxy)hex-5-enal
  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.