(4R)-4-benzyl-3-[(2R,3S,7S)-3-hydroxy-7-(methoxymethoxy)-2-methylnonanoyl]-1,3-oxazolan-2-one | 1187934-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4R)-4-benzyl-3-[(2R,3S,7S)-3-hydroxy-7-(methoxymethoxy)-2-methylnonanoyl]-1,3-oxazolan-2-one
• 英文别名: (4R)-4-benzyl-3-[(2R,3S,7S)-3-hydroxy-7-(methoxymethoxy)-2-methylnonanoyl]-1,3-oxazolidin-2-one
• CAS: 1187934-86-6
• 化学式: C₂₂H₃₃NO₆
• 分子量: 407.507
• InChiKey: KMKPARFBRDWSCP-LMCOJAPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 (4R)-4-benzyl-3-[(2R,3S,7S)-3-hydroxy-7-(methoxymethoxy)-2-methylnonanoyl]-1,3-oxazolan-2-one 在 乙基溴化镁 、 sodium hydrogensulfite 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲醇 为溶剂， 以87%的产率得到methyl (2R,3S,7S)-3-hydroxy-7-(methoxymethoxy)-2-methylnonanoate
  参考文献：
  名称：

  Stereoselective total synthesis of polyketide lactone, (3R,4S,5S,9S)-3,5,9-trihydroxy-4-methylundecanoic acid δ-lactone

  摘要：

  The total synthesis of lactone I has been described. The convergent asymmetric synthesis relies on the use of an Evans' syn-aldol, chain extension with lithio tert-butyl acetate, and the stereoselective reduction of a ketone as the key reactions. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2009.06.008
• 作为产物：
  描述：

  (5S)-5-(methoxymethoxy)heptanal 、 (R)-(-)-4-苄基-3-丙酰基-2-恶唑烷酮 在 三氟甲磺酸二丁硼 、 三乙胺 、 双氧水 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 以78%的产率得到(4R)-4-benzyl-3-[(2R,3S,7S)-3-hydroxy-7-(methoxymethoxy)-2-methylnonanoyl]-1,3-oxazolan-2-one
  参考文献：
  名称：

  Stereoselective total synthesis of polyketide lactone, (3R,4S,5S,9S)-3,5,9-trihydroxy-4-methylundecanoic acid δ-lactone

  摘要：

  The total synthesis of lactone I has been described. The convergent asymmetric synthesis relies on the use of an Evans' syn-aldol, chain extension with lithio tert-butyl acetate, and the stereoselective reduction of a ketone as the key reactions. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2009.06.008

文献信息

• Stereoselective total synthesis of polyketide lactone, (3R,4S,5S,9S)-3,5,9-trihydroxy-4-methylundecanoic acid δ-lactone
  作者：Gowravaram Sabitha、Peddabuddi Gopal、Jhillu S. Yadav

  DOI：10.1016/j.tetasy.2009.06.008

  日期：2009.7

  The total synthesis of lactone I has been described. The convergent asymmetric synthesis relies on the use of an Evans' syn-aldol, chain extension with lithio tert-butyl acetate, and the stereoselective reduction of a ketone as the key reactions. (C) 2009 Published by Elsevier Ltd.