1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-5-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]pentane-1,5-dione | 643036-19-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-5-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]pentane-1,5-dione
• 英文别名: 1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-5-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]pentane-1,5-dione
• CAS: 643036-19-5
• 化学式: C₂₅H₃₂N₂O₆S
• 分子量: 488.605
• InChiKey: WJWZFKGHCYXNAH-XZWCOCNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-5-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]pentane-1,5-dione 、 碘甲烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Synthetic routes to the stereoisomers of 2,4-dimethylpentane-1,5-diol derivatives

  摘要：

  Five different routes to every stereoisomer of non-symmetric derivatives of 2,4-dimethylpentanedioic acid and/or of O-monoprotected 2.4-dimethylpentane-1,5-diols, which are common building blocks for the total synthesis of many polypropionates. have been investigated. Alkylation of the lithium enolate of N-propanoylpseudoephedrine turned out to be the most appropriate method. in connection with the synthesis of fragment C1-C5 of amphidinolide K. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.199
• 作为产物：
  描述：

  (2R)-bornane-10,2-sultam 在 正丁基锂 、 草酰氯 、 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-5-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]pentane-1,5-dione
  参考文献：
  名称：

  Synthetic routes to the stereoisomers of 2,4-dimethylpentane-1,5-diol derivatives

  摘要：

  Five different routes to every stereoisomer of non-symmetric derivatives of 2,4-dimethylpentanedioic acid and/or of O-monoprotected 2.4-dimethylpentane-1,5-diols, which are common building blocks for the total synthesis of many polypropionates. have been investigated. Alkylation of the lithium enolate of N-propanoylpseudoephedrine turned out to be the most appropriate method. in connection with the synthesis of fragment C1-C5 of amphidinolide K. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.199

文献信息

• Synthetic routes to the stereoisomers of 2,4-dimethylpentane-1,5-diol derivatives
  作者：Gemma Mas、Lluı̈sa González、Jaume Vilarrasa

  DOI：10.1016/j.tetlet.2003.09.199

  日期：2003.12

  Five different routes to every stereoisomer of non-symmetric derivatives of 2,4-dimethylpentanedioic acid and/or of O-monoprotected 2.4-dimethylpentane-1,5-diols, which are common building blocks for the total synthesis of many polypropionates. have been investigated. Alkylation of the lithium enolate of N-propanoylpseudoephedrine turned out to be the most appropriate method. in connection with the synthesis of fragment C1-C5 of amphidinolide K. (C) 2003 Elsevier Ltd. All rights reserved.