6β-methoxy-24ξ-mesyl-3α,5-cyclo-5α-25,26,26,26,27,27,27-d7-cholestane | 288374-35-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 6β-methoxy-24ξ-mesyl-3α,5-cyclo-5α-25,26,26,26,27,27,27-d7-cholestane
• 英文别名: [(6R)-1,1,1,2-tetradeuterio-6-[(1S,2R,5R,7R,8R,10S,11S,14R,15R)-8-methoxy-2,15-dimethyl-14-pentacyclo[8.7.0.02,7.05,7.011,15]heptadecanyl]-2-(trideuteriomethyl)heptan-3-yl] methanesulfonate
• CAS: 288374-35-6
• 化学式: C₂₉H₅₀O₄S
• 分子量: 501.724
• InChiKey: DXTGADGPABTNFW-RYLYGJPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6β-methoxy-24ξ-mesyl-3α,5-cyclo-5α-25,26,26,26,27,27,27-d7-cholestane 在 sodium tetrahydroborate 、 三氟甲磺酸 、 水 作用下， 以 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 4.5h， 生成 胆固醇-D7
  参考文献：
  名称：

  Synthesis of [25,26,26,26,27,27,27-d7]-cholesterol

  摘要：

  An efficient synthesis of [25, 26, 26, 26, 27, 27, 27-d(7)]-cholesterol 1, a useful tool for the measurement of cholesterol absorption, is described. Commercially available stigmasterol is converted into the known aldehyde 2 which was then transformed to the d(7)-cholesterol 1 through a reaction sequence of 8 steps in an overall yield of 22.5%.

  DOI：

  10.1002/1099-1344(200007)43:8<773::aid-jlcr361>3.0.co;2-g
• 作为产物：
  描述：

  3α,5-cyclo-6β-methoxy-5α-cholan-24-al 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 6β-methoxy-24ξ-mesyl-3α,5-cyclo-5α-25,26,26,26,27,27,27-d7-cholestane
  参考文献：
  名称：

  Synthesis of [25,26,26,26,27,27,27-d7]-cholesterol

  摘要：

  An efficient synthesis of [25, 26, 26, 26, 27, 27, 27-d(7)]-cholesterol 1, a useful tool for the measurement of cholesterol absorption, is described. Commercially available stigmasterol is converted into the known aldehyde 2 which was then transformed to the d(7)-cholesterol 1 through a reaction sequence of 8 steps in an overall yield of 22.5%.

  DOI：

  10.1002/1099-1344(200007)43:8<773::aid-jlcr361>3.0.co;2-g

文献信息

• Synthesis of [25,26,26,26,27,27,27-d7]-cholesterol
  作者：Guo-Hua Chu、Pui-Kai Li

  DOI：10.1002/1099-1344(200007)43:8<773::aid-jlcr361>3.0.co;2-g

  日期：2000.7

  An efficient synthesis of [25, 26, 26, 26, 27, 27, 27-d(7)]-cholesterol 1, a useful tool for the measurement of cholesterol absorption, is described. Commercially available stigmasterol is converted into the known aldehyde 2 which was then transformed to the d(7)-cholesterol 1 through a reaction sequence of 8 steps in an overall yield of 22.5%.