(1'R,3'S,4'S,5R)-1',7',7'-trimethyl-3'-[[(1'S,2'S,4'R,5R)-4',7',7'-trimethyl-2-oxospiro[1,3-oxazolidine-5,3'-bicyclo[2.2.1]heptane]-2'-yl]diselanyl]spiro[1,3-oxazolidine-5,2'-bicyclo[2.2.1]heptane]-2-one | 185517-25-3

• 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'R,3'S,4'S,5R)-1',7',7'-trimethyl-3'-[[(1'S,2'S,4'R,5R)-4',7',7'-trimethyl-2-oxospiro[1,3-oxazolidine-5,3'-bicyclo[2.2.1]heptane]-2'-yl]diselanyl]spiro[1,3-oxazolidine-5,2'-bicyclo[2.2.1]heptane]-2-one
• CAS: 185517-25-3
• 化学式: C₂₄H₃₆N₂O₄Se₂
• 分子量: 574.481
• InChiKey: PGYWNMKIZITJPP-HWLDIQTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1'R,3'S,4'S,5R)-1',7',7'-trimethyl-3'-[[(1'S,2'S,4'R,5R)-4',7',7'-trimethyl-2-oxospiro[1,3-oxazolidine-5,3'-bicyclo[2.2.1]heptane]-2'-yl]diselanyl]spiro[1,3-oxazolidine-5,2'-bicyclo[2.2.1]heptane]-2-one 在 4 A molecular sieve 、 溴 作用下， 生成 (1'R,3'S,4'S,5R)-3'-[(5R,6S)-6-methoxydecan-5-yl]selanyl-1',7',7'-trimethylspiro[1,3-oxazolidine-5,2'-bicyclo[2.2.1]heptane]-2-one
  参考文献：
  名称：

  樟脑基硒亲电试剂的不对称甲氧基硒基化

  摘要：

  The asymmetric methoxyselenenylation of olefins was achieved with a series of camphor-based selenenyl triflates, of which the readily available 2-oxo analog 2a proved the most effective.

  DOI：

  10.1039/a806707d
• 作为产物：
  描述：

  (1R,2R,3S,4S)-2-(aminomethyl)-1,7,7-trimethyl-3-prop-2-enylselanylbicyclo[2.2.1]heptan-2-ol 在 间氯过氧苯甲酸 、 肼 作用下， 生成 (1'R,3'S,4'S,5R)-1',7',7'-trimethyl-3'-[[(1'S,2'S,4'R,5R)-4',7',7'-trimethyl-2-oxospiro[1,3-oxazolidine-5,3'-bicyclo[2.2.1]heptane]-2'-yl]diselanyl]spiro[1,3-oxazolidine-5,2'-bicyclo[2.2.1]heptane]-2-one
  参考文献：
  名称：

  Asymmetric cyclization of unsaturated alcohols and carboxylic acids with camphor-based selenium electrophiles

  摘要：

  一系列不饱和醇和羧酸的非对映选择性环化反应通过手性樟脑基硒氯化物实现，其中螺环氧杂戊酮3c被证明是最有效的。

  DOI：

  10.1039/cc9960002567

文献信息

• Asymmetric methoxyselenenylations with camphor-based selenium electrophiles
  作者：Thomas G. Back、Siqiao Nan

  DOI：10.1039/a806707d

  日期：——

  The asymmetric methoxyselenenylation of olefins was achieved with a series of camphor-based selenenyl triflates, of which the readily available 2-oxo analog 2a proved the most effective.
• Asymmetric cyclization of unsaturated alcohols and carboxylic acids with camphor-based selenium electrophiles
  作者：Thomas G. Back、Brian P. Dyck

  DOI：10.1039/cc9960002567

  日期：——

  The diastereoselective cyclization of a series of unsaturated alcohols and carboxylic acids was achieved with chiral camphor-based selenenyl chlorides, of which the spiro-oxazolidinone 3c proved the most effective.

  一系列不饱和醇和羧酸的非对映选择性环化反应通过手性樟脑基硒氯化物实现，其中螺环氧杂戊酮3c被证明是最有效的。