S-ethyl (3R)-3-methyl-8-(tetrahydro-2H-pyran-2-yloxy)oct-6-ynethioate | 1071480-26-6

• 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: S-ethyl (3R)-3-methyl-8-(tetrahydro-2H-pyran-2-yloxy)oct-6-ynethioate
• 英文别名: S-ethyl (3R)-3-methyl-8-(oxan-2-yloxy)oct-6-ynethioate
• CAS: 1071480-26-6
• 化学式: C₁₆H₂₆O₃S
• 分子量: 298.447
• InChiKey: XCEHRRASXGQFLO-IURRXHLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-ethyl (3R)-3-methyl-8-(tetrahydro-2H-pyran-2-yloxy)oct-6-ynethioate 在 甲醇 、 amberlyst-15 作用下， 生成 S-ethyl (3R)-8-hydroxy-3-methyloct-6-ynethioate
  参考文献：
  名称：

  A Synthesis of (−)-Mintlactone

  摘要：

  Mintlactone is synthesized in a concise and efficient way by using a highly diastereoselective intramolecular propargylic Barbier reaction, followed by an allenol cyclocarbonylation. Tin(II) chloride is found to be the most effective reagent for the Barbier reaction.

  DOI：

  10.1021/jo801433f
• 作为产物：
  描述：

  S-ethyl (E)-8-(tetrahydro-2H-pyran-2-yloxy)oct-2-en-6-ynethioate 、 甲基溴化镁 在 chiral Tol-BINAP-based copper(I) complex 甲基叔丁基醚 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 S-ethyl (3S)-3-methyl-8-(tetrahydro-2H-pyran-2-yloxy)oct-6-ynethioate 、 S-ethyl (3R)-3-methyl-8-(tetrahydro-2H-pyran-2-yloxy)oct-6-ynethioate
  参考文献：
  名称：

  A Synthesis of (−)-Mintlactone

  摘要：

  Mintlactone is synthesized in a concise and efficient way by using a highly diastereoselective intramolecular propargylic Barbier reaction, followed by an allenol cyclocarbonylation. Tin(II) chloride is found to be the most effective reagent for the Barbier reaction.

  DOI：

  10.1021/jo801433f

文献信息

• A Synthesis of (−)-Mintlactone
  作者：Roderick W. Bates、S. Sridhar

  DOI：10.1021/jo801433f

  日期：2008.10.17

  Mintlactone is synthesized in a concise and efficient way by using a highly diastereoselective intramolecular propargylic Barbier reaction, followed by an allenol cyclocarbonylation. Tin(II) chloride is found to be the most effective reagent for the Barbier reaction.