(3Z,10S)-17β-hydroxy-5,10-secoandrost-3-en-5-one | 929718-30-9

• 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: (3Z,10S)-17β-hydroxy-5,10-secoandrost-3-en-5-one
• CAS: 929718-30-9
• 化学式: C₁₉H₃₀O₂
• 分子量: 290.446
• InChiKey: WCGQOHJPJZVWKR-RKZJEBBTSA-N

反应信息

• 作为反应物：
  描述：

  (3Z,10S)-17β-hydroxy-5,10-secoandrost-3-en-5-one 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 以83%的产率得到(3Z,10S)-17β-acetoxy-5,10-secoandrost-3-en-5-one
  参考文献：
  名称：

  Isolation and structure elucidation of new radical oxidation products of 5-hydroxy steroids

  摘要：

  Three new products have been isolated from the lead-tetraacetate version of the hypoiodite oxidation of 3 beta,17 beta-diacetoxy-5-hydroxy-5 alpha-androstane. Along with the expected 1(10)unsaturated 5,10-seco steroidal 5-ketones, the fragmentation reaction gave two epimeric C-4 iodides. Their structural assignment was based on X-ray data of one of them ((4R,10S)-4iodo-3 beta,17 beta-diacetoxy-5,10-secoandrostan-5-one). The third new product was found to be the 5 beta,6 beta-epoxide resulting from the dehydration of the tertiary alcohol followed by epoxidation of the intermediate Delta(5)-olefin. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.01.008
• 作为产物：
  描述：

  (10S)-3β,17β-dihydroxy-5,10-secoandrostan-5-one 在 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 反应 0.67h， 以48%的产率得到(3Z,10S)-17β-hydroxy-5,10-secoandrost-3-en-5-one
  参考文献：
  名称：

  Isolation and structure elucidation of new radical oxidation products of 5-hydroxy steroids

  摘要：

  Three new products have been isolated from the lead-tetraacetate version of the hypoiodite oxidation of 3 beta,17 beta-diacetoxy-5-hydroxy-5 alpha-androstane. Along with the expected 1(10)unsaturated 5,10-seco steroidal 5-ketones, the fragmentation reaction gave two epimeric C-4 iodides. Their structural assignment was based on X-ray data of one of them ((4R,10S)-4iodo-3 beta,17 beta-diacetoxy-5,10-secoandrostan-5-one). The third new product was found to be the 5 beta,6 beta-epoxide resulting from the dehydration of the tertiary alcohol followed by epoxidation of the intermediate Delta(5)-olefin. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.01.008