(Z)-(3α,5β,7α)-pregn-17(20)-ene-3,7-diol diacetate | 85198-68-1

• 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: (Z)-(3α,5β,7α)-pregn-17(20)-ene-3,7-diol diacetate
• 英文别名: (Z)-3alpha,5beta,7alpha-Pregn-17(20)-ene-3,7-diol Diacetate；[(3R,5S,7R,8R,9S,10S,13S,14S,17Z)-7-acetyloxy-17-ethylidene-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
• CAS: 85198-68-1
• 化学式: C₂₅H₃₈O₄
• 分子量: 402.574
• InChiKey: YYNDDMAXDSHEMO-KKSFDVKFSA-N

物化性质

• 沸点：
  465.4±45.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-(3α,5β,7α)-pregn-17(20)-ene-3,7-diol diacetate 在 palladium on activated charcoal 氢气 、 二氯乙基铝 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 、 异丙醇 为溶剂， 反应 76.0h， 生成 鹅去氧胆酸
  参考文献：
  名称：

  立体选择性引入类固醇侧链。鹅去氧胆酸的合成

  摘要：

  已经开发了一种新的去鹅去氧胆酸的短途径。合成是基于通过丙烯酸甲酯和由雄烯二酮制备的（17Z）-亚乙基类固醇的烯类反应，甾类侧链的立体选择性引入。

  DOI：

  10.1002/hlca.19840670229
• 作为产物：
  描述：

  7α-hydroxyandrost-4-ene-3,17-dione 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 lithium tri(t-butoxy)aluminum hydride 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 75.5h， 生成 (Z)-(3α,5β,7α)-pregn-17(20)-ene-3,7-diol diacetate
  参考文献：
  名称：

  立体选择性引入类固醇侧链。鹅去氧胆酸的合成

  摘要：

  已经开发了一种新的去鹅去氧胆酸的短途径。合成是基于通过丙烯酸甲酯和由雄烯二酮制备的（17Z）-亚乙基类固醇的烯类反应，甾类侧链的立体选择性引入。

  DOI：

  10.1002/hlca.19840670229

文献信息

• Process and intermediates for the synthesis of Vitamin D.sub.3
  申请人：Hoffmann-La Roche Inc.

  公开号：US04360470A1

  公开（公告）日：1982-11-23

  The present disclosure is directed to a process for the synthesis of chenodeoxychloic acid, 25-hydroxycholesterol and 1.alpha.,25-dihydroxycholesterol from 17-keto steroids. A cholic acid side chain is stereospecifically introduced by reaction of the appropriate 17-keto steroid with ethyltriphenylphosphonium halides to produce the 17-ethylidene derivative which is allowed to react with acrylic acid esters or propiolic acid esters followed by hydrogenation.

  本公开涉及一种从17-酮类固醇合成烯二羟胆酸、25-羟基胆固醇和1.α.，25-二羟基胆固醇的过程。通过将适当的17-酮类固醇与乙基三苯基磷卤化物反应，立体特异地引入胆酸侧链，生成17-乙基亚烯衍生物，随后与丙烯酸酯或丙炔酸酯发生反应，然后进行氢化。
• [EN] METHODS FOR PREPARING BILE ACIDS<br/>[FR] PROCÉDÉS DE PRÉPARATION D'ACIDES BILIAIRES
  申请人：MEDYTOX INC

  公开号：WO2019024920A1

  公开（公告）日：2019-02-07

  The present disclosure provides methods of preparing cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, and novel and useful synthetic intermediates, for example, as described for methods 1, 1A, 1B, 2, 3, 3A, and 4. The method can start with a plant derived steroid as a starting material, such as dehydroepiandrosterone (DHEA) or Acetyl-dehydroepiandrosterone (Ac-DHEA). Also provided are pharmaceutical or cosmetic compositions and uses thereof, which comprise one or more of cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, which is of high purity, for example, free of animal derived impurities.

  本公开提供了制备胆酸、去氧胆酸或烯醇去氧胆酸、其酯或药用或化妆品可接受的盐的方法，以及新颖且有用的合成中间体，例如，如方法1、1A、1B、2、3、3A和4所述。该方法可以以植物源类固醇作为起始物质开始，例如脱氢表雄酮（DHEA）或乙酰脱氢表雄酮（Ac-DHEA）。还提供了包含胆酸、去氧胆酸或烯醇去氧胆酸、其酯或药用或化妆品可接受的盐中的一种或多种的药用或化妆品组合物和用途，其具有高纯度，例如，不含动物来源杂质。
• Methods for preparing bile acids
  申请人：MEDYTOX INC.

  公开号：US11161872B2

  公开（公告）日：2021-11-02

  The present disclosure provides methods of preparing cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, and novel and useful synthetic intermediates, for example, as described for methods 1, 1A, 1B, 2, 3, 3A, and 4. The method can start with a plant derived steroid as a starting material, such as dehydroepiandrosterone (DHEA) or Acetyl-dehydroepiandrosterone (Ac-DHEA). Also provided are pharmaceutical or cosmetic compositions and uses thereof, which comprise one or more of cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, which is of high purity, for example, free of animal derived impurities.

  本公开提供了制备胆酸、脱氧胆酸或去氧胆酸、其酯或其药学上或化妆品上可接受的盐以及新颖有用的合成中间体的方法，例如，如方法 1、1A、1B、2、3、3A 和 4 所述。该方法可以从植物提取的类固醇作为起始原料，例如脱氢表雄酮 (DHEA) 或乙酰基脱氢表雄酮 (Ac-DHEA)。此外，还提供了药物或化妆品组合物及其用途，其中包含一种或多种胆酸、脱氧胆酸或去氧胆酸、其酯或其药学或化妆品上可接受的盐，纯度高，例如不含动物衍生杂质。
• BATCHO, A. D.;USKOKOVIC, M. R.;WOVKULICH, M.
  作者：BATCHO, A. D.、USKOKOVIC, M. R.、WOVKULICH, M.

  DOI：——

  日期：——
• METHODS FOR PREPARING BILE ACIDS
  申请人：LIU Dejun

  公开号：US20200369712A1

  公开（公告）日：2020-11-26

  The present disclosure provides methods of preparing cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, and novel and useful synthetic intermediates, for example, as described for methods 1, 1A, 1B, 2, 3, 3A, and 4. The method can start with a plant derived steroid as a starting material, such as dehydroepiandrosterone (DHEA) or Acetyl-dehydroepiandrosterone (Ac-DHEA). Also provided are pharmaceutical or cosmetic compositions and uses thereof, which comprise one or more of cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, which is of high purity, for example, free of animal derived impurities.