Δ²⁴-3,6-dimethoxymethyl-3α,6α-dihydroxy-5β-cholestene | 157425-36-0

• 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: Δ²⁴-3,6-dimethoxymethyl-3α,6α-dihydroxy-5β-cholestene
• 英文别名: (3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-bis(methoxymethoxy)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
• CAS: 157425-36-0
• 化学式: C₃₁H₅₄O₄
• 分子量: 490.767
• InChiKey: FNRYZIHOFQUTHC-SQVAAATDSA-N

物化性质

• 沸点：
  525.5±35.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Δ²⁴-3,6-dimethoxymethyl-3α,6α-dihydroxy-5β-cholestene 在 4-甲基苯磺酸吡啶 作用下， 以 叔丁醇 为溶剂， 反应 10.0h， 以89%的产率得到Δ²⁴-3α,6α-dihydroxy-5β-cholestene
  参考文献：
  名称：

  A new highly stereoselective synthesis of cerebrosterol, an agonist of the nuclear receptor LXRs

  摘要：

  The title compound, cerebrosterol 1, was synthesized stereoselectively (97% d.e.) in 41% overall yield from methyl hyodeoxycholanate 2 in 10 steps with desmosterol acetate 8 as the key intermediate and the modified Sharpless asymmetric dihydroxylation as the key step. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00812-2
• 作为产物：
  描述：

  3,6-dimethoxymethyl-3α,6α,24-trihydroxy-5β-cholane 在 正丁基锂 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 Δ²⁴-3,6-dimethoxymethyl-3α,6α-dihydroxy-5β-cholestene
  参考文献：
  名称：

  A new highly stereoselective synthesis of cerebrosterol, an agonist of the nuclear receptor LXRs

  摘要：

  The title compound, cerebrosterol 1, was synthesized stereoselectively (97% d.e.) in 41% overall yield from methyl hyodeoxycholanate 2 in 10 steps with desmosterol acetate 8 as the key intermediate and the modified Sharpless asymmetric dihydroxylation as the key step. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00812-2

文献信息

• A new highly stereoselective synthesis of cerebrosterol, an agonist of the nuclear receptor LXRs
  作者：Xiang-Dong Zhou、Wei-Shan Zhou

  DOI：10.1016/s0040-4020(01)00812-2

  日期：2001.9

  The title compound, cerebrosterol 1, was synthesized stereoselectively (97% d.e.) in 41% overall yield from methyl hyodeoxycholanate 2 in 10 steps with desmosterol acetate 8 as the key intermediate and the modified Sharpless asymmetric dihydroxylation as the key step. (C) 2001 Elsevier Science Ltd. All rights reserved.