methyl (20R,22R)-14α-hydroxy-6-oxo-2β,3β:20,22-bis(isopropylidenedioxy)-25,26,27-trinor-5β-cholest-7-en-24-oate | 1436870-39-1

• 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: methyl (20R,22R)-14α-hydroxy-6-oxo-2β,3β:20,22-bis(isopropylidenedioxy)-25,26,27-trinor-5β-cholest-7-en-24-oate
• CAS: 1436870-39-1
• 化学式: C₃₁H₄₆O₈
• 分子量: 546.701
• InChiKey: DJZTYUPJUPOZDW-LWKVVJKTSA-N

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 (20R,22R)-14α-hydroxy-2β,3β:20,22-bis(isopropylidenedioxy)-24-oxo-25,26,27-trinor-5β-cholest-7-en-6-one 在 吡啶 、 氧气 、 臭氧 作用下， 以 甲醇 、 乙醚 、 氯仿 为溶剂， 以67%的产率得到methyl (20R,22R)-14α-hydroxy-6-oxo-2β,3β:20,22-bis(isopropylidenedioxy)-25,26,27-trinor-5β-cholest-7-en-24-oate
  参考文献：
  名称：

  Ozonolysis of alkenes and study of reactions of polyfunctional compounds: LXVIII.* synthesis of ω-carboxy derivatives of 20-hydroxyecdysone diacetonide

  摘要：

  Ozonolysis of omega-anhydro-20-hydroxyecdysone diacetonide gave a mixture of 24- and 25-oxo derivatives, and only the first of these (23-carbaldehyde) reacted with malonic acid according to Knoevenagel to give 14 alpha-hydroxy-2 beta,3 beta: 20,22-bis(isopropylidenedioxy)-6-oxo-27-nor-5 beta-cholesta-7,24-dien-26-oic acid. The oxidation of 23-carbaldehyde with ozone, followed by treatment with diazomethane, afforded 20-hydroxy-25,26,27-trinorecdysone-23-carboxylic acid methyl ester diacetonide.

  DOI：

  10.1134/s1070428013040192