(1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hex-5-enoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one | 188123-51-5

• 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: (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hex-5-enoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one
• 英文别名: (1S,2R,6S,7S,8S)-8-[tert-butyl(diphenyl)silyl]oxy-5-[(3S)-3-methylhex-5-enoyl]-3-oxa-5-azatricyclo[5.2.1.02,6]decan-4-one
• CAS: 188123-51-5
• 化学式: C₃₁H₃₉NO₄Si
• 分子量: 517.74
• InChiKey: YSIAAYKUDFLODV-PYYJHQPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.29
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hex-5-enoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 在 钯 氢气 作用下， 生成 (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one
  参考文献：
  名称：

  Sterically constrained tricyclic 2-oxazolidinone as excellent chiral auxiliary

  摘要：

  A new class of conformationally rigid 2-oxazolidinones with effectively bulky substituents, derived from the [4+2] cycloadduct of cyclopentadiene and 2-oxazolone, serve as extremely powerful chiral auxiliaries for asymmetric alkylations, Diels-Alder reactions and conjugate addition reactions. (C) 1997, Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(96)02402-1
• 作为产物：
  描述：

  氯丙烯镁 、 (1S,2R,6S,7S,8S)-5-((E)-But-2-enoyl)-8-(tert-butyl-diphenyl-silanyloxy)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 在 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以85%的产率得到(1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hex-5-enoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one
  参考文献：
  名称：

  Sterically constrained tricyclic 2-oxazolidinone as excellent chiral auxiliary

  摘要：

  A new class of conformationally rigid 2-oxazolidinones with effectively bulky substituents, derived from the [4+2] cycloadduct of cyclopentadiene and 2-oxazolone, serve as extremely powerful chiral auxiliaries for asymmetric alkylations, Diels-Alder reactions and conjugate addition reactions. (C) 1997, Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(96)02402-1

文献信息

• Sterically constrained tricyclic 2-oxazolidinone as excellent chiral auxiliary
  作者：Taiju Nakamura、Noriaki Hashimoto、Tadao Ishizuka、Takehisa Kunieda

  DOI：10.1016/s0040-4039(96)02402-1

  日期：1997.1

  A new class of conformationally rigid 2-oxazolidinones with effectively bulky substituents, derived from the [4+2] cycloadduct of cyclopentadiene and 2-oxazolone, serve as extremely powerful chiral auxiliaries for asymmetric alkylations, Diels-Alder reactions and conjugate addition reactions. (C) 1997, Elsevier Science Ltd. All rights reserved.