21-propionyloxy-pregna-4,9(11),16-triene-3,20-dione | 121130-46-9

• 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: 21-propionyloxy-pregna-4,9(11),16-triene-3,20-dione
• 英文别名: [2-[(8S,10S,13S,14S)-10,13-dimethyl-3-oxo-1,2,6,7,8,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
• CAS: 121130-46-9
• 化学式: C₂₄H₃₀O₄
• 分子量: 382.5
• InChiKey: MSUJFUPONAIHAC-MQQADFIWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  20-Propionyloxy-3-oxo-pregna-4,9(11),17(20)-trien-21-al 、 potassium acetate 、 N,N-二甲基甲酰胺 在 氮 作用下， 反应 58.0h， 以to obtain 21-propionyloxy-pregna-4,9(11),16-triene-3,20-dione of the following structural formula in 78.2% yield的产率得到21-propionyloxy-pregna-4,9(11),16-triene-3,20-dione
  参考文献：
  名称：

  Process for producing an .alpha.-acyloxy-.alpha., .beta.-unsaturated

  摘要：

  公开了一种制备α-酰氧基-α，β-不饱和羰基化合物的方法，该化合物由通式（VI）表示： 其中R1、R2和R4分别是氢原子或取代或未取代的碳氢基，或者R1、R2和R4在任意组合下相互结合形成环，R3是取代或未取代的碳氢基，指示构型可以是E构型或Z构型，特别是一种由部分结构式（II）表示的20-酰氧基-17（20）-甲烯基-21-醇类固醇。

  公开号：

  US05169966A1

文献信息

• Process for producing an .alpha.-acyloxy-.alpha.,.beta.-unsaturated
  申请人：Nippon Zeon Co., Ltd.

  公开号：US05084584A1

  公开（公告）日：1992-01-28

  There are disclosed a process for producing an .alpha.-acyloxy-.alpha.,.beta.-unsaturated carbonyl compound represented by the general formula (VI): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently hydrogen atoms or substituted or unsubstituted hydrocarbon residues, or R.sub.1 and R.sub.2, when taken together with one another in an optional combination, form a ring, R.sub.3 is a substituted or unsubstituted hydrocarbon residue, and indicates that the configuration may be either E-configuration or Z-configuration, in particular, a 20-acyloxy-17(20)-methylen-21-al-steroid represented by the partial structural formula (II): ##STR2## wherein R is a hydrocarbon residue, and indicates that the configuration of the acyloxy group and the formyl group bonded to the carbon atom at the 20-position may be either E-configuration or Z-configuration, which comprises oxidizing a propargyl ester represented by the general formula (V): ##STR3## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the same meanings as defined above; an al-steroid compound having the above partial structural formula which is an intermediate for producing a 21-acyloxy-20-keto-delta.sup.16 -steroid being extremely useful as an intermediate for important corticoids as drugs and obtained by being subjected said al-steroid to isomerization reaction; and a process for producing a 21-acyloxy-20-keto-delta.sup.16 -steroid which comprises oxidation reaction and isomerization reaction.

  公开了一种制备α-酰氧-α，β-不饱和羰基化合物的方法，该化合物由通式（VI）表示：##STR1##其中R1、R2和R4分别是氢原子或取代或未取代的碳氢基残基，或R1和R2在任意组合下相互结合形成一个环，R3是一个取代或未取代的碳氢基残基，并且表明构型可以是E构型或Z构型，特别是一种由部分结构式（II）表示的20-酰氧-17（20）-亚甲基-21-醇类固醇：##STR2##其中R是一个碳氢基残基，并且表明在20位碳原子上结合的酰氧基和甲酰基的构型可以是E构型或Z构型，包括将由通式（V）表示的丙炔酸酯氧化：##STR3##其中R1、R2、R3和R4具有上述定义的相同含义；具有上述部分结构式的醇类固醇化合物，是制备21-酰氧-20-酮-Δ16-类固醇的中间体，极为有用作为重要的皮质激素药物的中间体，通过对所述醇类固醇进行异构化反应获得；以及制备21-酰氧-20-酮-Δ16-类固醇的方法，包括氧化反应和异构化反应。
• A process for producing an alpha-acyloxy-alpha beta-unsaturated carbonyl compound and a 20-acyl-oxy-17(20)-methylen-21-al-steroid compound
  申请人：NIPPON ZEON CO., LTD.

  公开号：EP0306969A2

  公开（公告）日：1989-03-15

  There are disclosed a process for producing an α-acyloxy-α,β-unsaturated carbonyl compound represented by the general formula (VI): wherein Ri, R2 and R4 are independently hydrogen atoms or substituted or unsubstituted hydrocarbon residues, or Ri, R2 and R4, when taken together with one another in an optional combination, form a ring, R3 is a substituted or unsubstituted hydrocarbon residue, and indicates that the configuration may be either E-configuration or Z-configuration, in particular, a 20-acyloxy-17(20)-methylen-21-al-steroid represented by the partial structural formula (II): wherein R is a hydrocarbon residue, and indicates that the configuration of the acyloxy group and the formyl group bonded to the carbon atom at the 20-position may be either E-configuration or Z-configuration, which comprises oxidizing a propargyl ester represented by the general formula (V): wherein Ri, R2, R3 and R4 have the same meanings as defined above; an al-steroid compound having the above partial structural formula which is an intermediate for producing a 21-acyloxy-20-keto-delta16-steroid being extremely useful as an intermediate for important corticoids as drugs and obtained by being subjected said al-steroid to isomerization reaction; and a process for producing a 21-acyloxy-20-keto- delta16-steroid which comprises oxidation reaction and isomerization reaction.

  本发明公开了一种由通式(VI)代表的α-乙酰氧基-α，β-不饱和羰基化合物的生产工艺： 其中 Ri、R2 和 R4 独立地为氢原子或取代或未取代的烃残基，或 Ri、R2 和 R4 以任选组合形式相互结合时形成一个环，R3 为取代或未取代的烃残基，并表示构型可以是 E-构型或 Z-构型，特别是部分结构式（II）所代表的 20-乙酰氧基-17(20)-亚甲基-21-al-类固醇： 其中 R 是烃残基，并表示酰氧基和与 20 位碳原子结合的甲酰基的构型可以是 E-构型或 Z-构型，这包括氧化通式（V）所代表的丙炔酯： 其中 Ri、R2、R3 和 R4 的含义与上文所定义的相同；具有上述部分结构式的类固醇化合物，它是生产 21-乙酰氧基-20-酮-δ16-类固醇的中间体，作为重要的皮质类药物的中间体极为有用，通过使所述类固醇进行异构化反应而获得；以及生产 21-乙酰氧基-20-酮-δ16-类固醇的工艺，该工艺包括氧化反应和异构化反应。
• US5084584A
  申请人：——

  公开号：US5084584A

  公开（公告）日：1992-01-28
• US5169966A
  申请人：——

  公开号：US5169966A

  公开（公告）日：1992-12-08