(20R,22R)-6α,14α,25-trihydroxy-2β,3β:20,22-bis[(dimethylmethylene)dioxy]-5α-cholesta-7,9(11)-diene | 1256561-16-6

• 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: (20R,22R)-6α,14α,25-trihydroxy-2β,3β:20,22-bis[(dimethylmethylene)dioxy]-5α-cholesta-7,9(11)-diene
• CAS: 1256561-16-6
• 化学式: C₃₃H₅₂O₇
• 分子量: 560.772
• InChiKey: KWQLWQXVJQBESZ-QDQQFMSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  40.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  97.61
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (20R,22R)-6α,14α,25-trihydroxy-2β,3β:20,22-bis[(dimethylmethylene)dioxy]-5α-cholesta-7,9(11)-diene 在 aluminum oxide 、 pyridinium chlorochromate 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以80%的产率得到25-hydroxydachryhainansterone diacetonide
  参考文献：
  名称：

  Transformation of 9α,14α-epoxy-14-deoxy-20-hydroxyecdysone diacetonide into 25-hydroxydachryhainansterone

  摘要：

  9 alpha,14 alpha-epoxy-14-deoxy-20-hydroxyecdysone diacetonideon treatment with NaBH4 undergoes reduction of 6-keto group and cleavage of allylic oxetane ring, the 6-keto reduction is accompanied by beta ->alpha epimerization of the adjacent HC5 centre. Subsequent re-oxidation of the 6-CHOH fragment into ketone with pyridinium chlorochromate and acidic deprotection affords 25-hydroxydachryhainansterone possessing beta-HC5 configuration due to the re-epimerisation at this centre

  DOI：

  10.1016/j.mencom.2010.09.019
• 作为产物：
  描述：

  (20R,22R)-9α,14α-epoxy-2β,3β:20,22-bis[(dimethylmethylene)dioxy]-25-hydroxy-5β-cholest-7-en-6-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以25%的产率得到(20R,22R)-6α,14α,25-trihydroxy-2β,3β:20,22-bis[(dimethylmethylene)dioxy]-5α-cholesta-7,9(11)-diene
  参考文献：
  名称：

  Transformation of 9α,14α-epoxy-14-deoxy-20-hydroxyecdysone diacetonide into 25-hydroxydachryhainansterone

  摘要：

  9 alpha,14 alpha-epoxy-14-deoxy-20-hydroxyecdysone diacetonideon treatment with NaBH4 undergoes reduction of 6-keto group and cleavage of allylic oxetane ring, the 6-keto reduction is accompanied by beta ->alpha epimerization of the adjacent HC5 centre. Subsequent re-oxidation of the 6-CHOH fragment into ketone with pyridinium chlorochromate and acidic deprotection affords 25-hydroxydachryhainansterone possessing beta-HC5 configuration due to the re-epimerisation at this centre

  DOI：

  10.1016/j.mencom.2010.09.019