3-β-acetoxycholest-5-one

• 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: 3-β-acetoxycholest-5-one
• 英文别名: 3β-O-acetylcholesterol；cholest-5-en-3-yl acetate；cholesterol acetate；cholesteryl acetate；cholest-5-en-3-ol acetate；Cholestan-5-en-3-ol acetate；[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• 化学式: C₂₉H₄₈O₂
• 分子量: 428.699
• InChiKey: XUGISPSHIFXEHZ-MEKCMURWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-β-acetoxycholest-5-one 在 甲醇 、 1,3-二溴-5,5-二甲基海因 、 2,6-二叔丁基-4-甲基苯酚 、 四丁基氟化铵 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 2.0h， 生成 vitamin D₃
  参考文献：
  名称：

  [EN] SYNTHESIS OF CHOLESTEROL AND VITAMIN D3 FROM PHYTOSTEROLS
  [FR] SYNTHÈSE DE CHOLESTÉROL ET DE VITAMINE D3 À PARTIR DE PHYTOSTÉROLS

  摘要：

  本发明揭示了一种从廉价的粗植物甾醇中合成素食胆固醇和维生素D3的新方法。

  公开号：

  WO2021005618A1
• 作为产物：
  描述：

  3β-acetoxy-7,7-ethanediyldimercapto-cholest-5-ene 在 镍 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以29%的产率得到3-β-acetoxycholest-5-one
  参考文献：
  名称：

  Shamsuzzaman, Shafiullah; Khan, B. Z., Acta Chimica Hungarica, 1983, vol. 113, # 1, p. 25 - 28

  摘要：

  DOI：

文献信息

• Additives and products including oligoesters
  申请人：——

  公开号：US20030199593A1

  公开（公告）日：2003-10-23

  The present invention relates to oligoesters and their use or the creation of additives. Oligoester containing additives and/or oligoesters themselves may be used for formulating pharmaceutical preparations, cosmetics or personal care products such as shampoos and conditioners. These oligoesters are particularly useful for the creation of multi-purpose additives that can impart conditioning, long substantivity and/or UV protection. Individual oligoesters and oligoester mixtures are described.

  本发明涉及寡酯及其用途或添加剂的制备。含有寡酯的添加剂和/或寡酯本身可用于配制药物制剂、化妆品或个人护理产品，如洗发水和护发素。这些寡酯对于制备能够赋予调理、长效性和/或紫外线保护的多功能添加剂特别有用。描述了单独的寡酯和寡酯混合物。
• [EN] PROCESS FOR PREPARATION OF 7-DEHYDROCHOLESTEROL<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 7-DÉSHYDROCHOLESTÉROL
  申请人：FERMENTA BIOTECH LTD

  公开号：WO2015170341A1

  公开（公告）日：2015-11-12

  The invention discloses an improved cost-effective process for preparation of 7-Dehydrocholesterol of formula I with good yield and purity, comprising:a) epimerizing 7(alpha+beta) bromo protected cholesterol in presence of tetrabutyl ammonium bromide in toluene or a ketonic solvent or combinations thereof to obtain predominantly 7.alpha-bromo 3-protected cholesterol; b) Reacting 7.apha-bromo 3- protected cholesterol with substituted or unsubstituted thiophenol or its salts in presence of a liquor ammonia to obtain predominantly 7.beta.-thiophenyl)-3-protected cholesterol; c) Oxidizing 7. beta. - thiophenyl 3-protected cholesterol in presence of Cumene hydrogen peroxide and Titanium tetraisopropoxide to obtain 7. beta. -phenyl sulfoxide 3-protected cholesterol; d) Converting 7. beta. -phenyl sulfoxide 3-protected cholesterol into 7-Dehydro 3-protected cholesterol in presence of base; e) purifying 7-Dehydro 3-protected cholesterol by suspending in a suitable organic solvent; and f) Deprotecting the 7-Dehydro 3-protected cholesterol by treating with alkali in presence of methanol to obtain 7-Dehydrocholesterol followed by purification of 7-Dehydrocholesterol from an organic solvent.

  该发明揭示了一种改进的经济有效的制备式I的7-去氢胆固醇的过程，具有良好的产率和纯度，包括：a)在甲苯或酮溶剂或它们的组合物中存在四丁基溴化铵的情况下，使7（α+β）溴保护的胆固醇发生对映异构化，以获得主要为7α-溴3-保护的胆固醇；b)在液氨存在下，将7α-溴3-保护的胆固醇与取代或未取代的硫酚或其盐反应，以获得主要为7β-硫酚基）-3-保护的胆固醇；c)在顺酚过氧化氢和四异丙氧基钛存在下，氧化7β-硫酚基3-保护的胆固醇，以获得7β-苯基亚砜3-保护的胆固醇；d)在碱存在下，将7β-苯基亚砜3-保护的胆固醇转化为7-去氢3-保护的胆固醇；e)通过悬浮在适当的有机溶剂中纯化7-去氢3-保护的胆固醇；f)在甲醇存在下，通过用碱处理来去保护7-去氢3-保护的胆固醇，以获得7-去氢胆固醇，然后从有机溶剂中纯化7-去氢胆固醇。
• Samarium Trifluoromethanesulfonate: An Efficient Moisture Tolerant Acylation Catalyst under Solvent‐Free Condition
  作者：Bimalendu Roy、Somnath Dasgupta、Vishal Kumar Rajput、Balaram Mukhopadhyay

  DOI：10.1080/07328300801991245

  日期：2008.5

  Samarium trifluoromethanesulfonate catalyzed the acylation of phenols, alcohols, thiols, free reducing sugars, and glycosides in excellent yields at ambient temperature under solvent‐free condition using stoichiometric amounts of various anhydrides.

  在无溶剂条件下，使用化学计量的各种酸酐，三氟甲烷磺酸催化苯酚，醇，硫醇，游离还原糖和糖苷的酰化反应具有优异的收率。
• Preparation of 2,3,3',4' -biphenyltetracarboxylic acid tetraester
  申请人：Tsuji Tetsuro

  公开号：US20050090683A1

  公开（公告）日：2005-04-28

  2,3,3′,4′-Biphenyltetracarboxylic acid tetraester is predominantly produced by a process in which a phthalic acid diester is subjected to oxidative-coupling reaction in the presence of molecular oxygen and a catalyst comprising a rhodium-containing compound,.

  2,3,3′,4′-联苯四羧酸四酯主要是通过一种过程生产的，该过程中邻苯二甲酸二酯在分子氧和含铑化合物催化剂存在下进行氧化偶联反应。
• Process for production of biphenyltetracarboxylic acid tetraesters
  申请人：UBE INDUSTRIES, LTD.

  公开号：US20040039222A1

  公开（公告）日：2004-02-26

  A production process, especially a continuous production process, for a biphenyltetracarboxylic acid tetraester characterized by carrying out, in parallel, a step of preliminarily mixing a phthalic acid diester and a palladium compound-containing catalyst to prepare a starting mixture, a step of continuously or intermittently supplying the starting mixture to a reactor, a step of conducting oxidative dimerization reaction of the phthalic acid diester in a temperature range of from 140° C. and lower than 250° C. while supplying molecular oxygen to the reactor to form a reaction mixture in the reactor, and a step of continuously or intermittently removing a portion of the reaction mixture from the reactor. Preferably, the palladium compound-containing catalyst in the starting mixture is dissolved in the phthalic acid diester, the palladium compound-containing catalyst comprises a palladium compound, a bidentate ligand and a copper compound, the reactor consists of a plurality of serially connected reactors and a carboxylic acid is also continuously or intermittently supplied to the reactor.

  一种生产过程，特别是用于制备二苯四羧酸四酯的连续生产过程，其特征在于并行进行以下步骤：预先混合邻苯二甲酸二酯和含钯化合物催化剂以制备起始混合物的步骤；连续或间歇地将起始混合物供给反应器的步骤；在向反应器供给分子氧以在温度范围从140°C至低于250°C内进行邻苯二甲酸二酯的氧化二聚反应以在反应器中形成反应混合物的步骤；以及连续或间歇地从反应器中移除部分反应混合物的步骤。优选，起始混合物中的含钯化合物催化剂溶解在邻苯二甲酸二酯中，含钯化合物催化剂包括钯化合物、双齿配体和铜化合物，反应器由多个串联的反应器组成，并且还连续或间歇地向反应器供给羧酸。