(1S,5S,6S)-1-[[tert-butyl(diphenyl)silyl]oxymethyl]-5,6-bis(methoxymethoxy)cyclohex-2-ene-1-carboxamide | 1138025-79-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (1S,5S,6S)-1-[[tert-butyl(diphenyl)silyl]oxymethyl]-5,6-bis(methoxymethoxy)cyclohex-2-ene-1-carboxamide
• CAS: 1138025-79-2
• 化学式: C₂₈H₃₉NO₆Si
• 分子量: 513.706
• InChiKey: AYNPJXNJBCKOJL-OARDWFSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  89.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,5S,6S)-1-[[tert-butyl(diphenyl)silyl]oxymethyl]-5,6-bis(methoxymethoxy)cyclohex-2-ene-1-carboxamide 在 臭氧 、 甲醇 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 生成 (2S,3S,4S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-hydroxy-2-(hydroxymethyl)-3,4-bis(methoxymethoxy)hexanamide
  参考文献：
  名称：

  Stereocontrolled total synthesis of (−)-myriocin

  摘要：

  The stereocontrolled total synthesis of (-)-myriocin 1 is reported. Optically active epoxide 9 was converted from symmetrical cyclohexadiene 8, utilizing an enzymatic kinetic resolution. The three sequential stereogenic centers of 1 were constructed by a regioselective epoxide-opening reaction and a Hofmann rearrangement. Elongation of the side chain was efficiently accomplished by the Julia-Kocienski reaction. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.12.020
• 作为产物：
  描述：

  在 氨 作用下， 生成 (1S,5S,6S)-1-[[tert-butyl(diphenyl)silyl]oxymethyl]-5,6-bis(methoxymethoxy)cyclohex-2-ene-1-carboxamide
  参考文献：
  名称：

  Stereocontrolled total synthesis of (−)-myriocin

  摘要：

  The stereocontrolled total synthesis of (-)-myriocin 1 is reported. Optically active epoxide 9 was converted from symmetrical cyclohexadiene 8, utilizing an enzymatic kinetic resolution. The three sequential stereogenic centers of 1 were constructed by a regioselective epoxide-opening reaction and a Hofmann rearrangement. Elongation of the side chain was efficiently accomplished by the Julia-Kocienski reaction. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.12.020