胆甾烷醇 | 516-92-7

• 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
• 中文名称: 胆甾烷醇
• 英文名称: epicoprostanol
• 英文别名: 5-beta-Cholestan-3-alpha-ol；3α-hydroxy-5β-cholestane；5β(H)-cholestan-3α-ol；5β-Cholestan-3α-ol；α-cholestanol；(+)-cholestanol；epi-Coprostanol；(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 516-92-7
• 化学式: C₂₇H₄₈O
• mdl: MFCD00064143
• 分子量: 388.678
• InChiKey: QYIXCDOBOSTCEI-KKFSNPNRSA-N

物化性质

• 熔点：
  115 °C(Solv: methanol (67-56-1))
• 沸点：
  455.5±13.0 °C(Predicted)
• 密度：
  0.956±0.06 g/cm3(Predicted)
• 保留指数：
  3285.5;3203

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  胆甾烷醇 在 乙醇 、 sodium ethanolate 作用下， 生成 粪甾烷-3-醇
  参考文献：
  名称：

  Full-Scale Evaluation of Mercury Control with Sorbent Injection and COHPAC at Alabama Power E.C. Gaston

  摘要：

  The overall objective of this project was to determine the cost and impacts of leg control using sorbent injection into a Compact Hybrid Particulate Collector (COHPAC) at Alabama Power's Gaston Unit 3. This test is part of a program funded by the U.S. Department of Energy's National Energy Technology Laboratory (NETL) to obtain the necessary information to assess the costs of controlling Hg from coal-fired utility plants that do not have scrubbers for SO2 control. The economics will be developed based on various levels of Hg control.Gaston Unit 3 was chosen for testing because COHPAC represents a cost-effective retrofit option for utilities with existing electrostatic precipitators (ESPs). COHPAC is an EPRI-patented concept that places a high air-to-cloth ratio baghouse downstream of an existing ESP to improve overall particulate collection efficiency. Activated carbons were injected upstream of COHPAC and downstream of the ESP to obtain performance and operational data.Results were very encouraging, with up to 90% removal of Hg for short operating periods using powdered activated carbon (PAC). During the long-term tests, an average Hg removal efficiency of 78% was measured. The PAC injection rate for the long-term tests was chosen to maintain COHPAC cleaning frequency at less than 1.5 pulses/bag/hr.

  DOI：

  10.1080/10473289.2002.10470832
• 作为产物：
  描述：

  cholesterol 在 乙醚 、 乙醇 、 铂 、 copper(II) oxide 作用下， 生成 胆甾烷醇
  参考文献：
  名称：

  聚萜烯和聚萜烯XCI。用于制备coprosterol，epi-coprosterol和epi-dihydro-cholesterol。有助于了解甾醇中羟基的空间位置

  摘要：

  DOI：

  10.1002/hlca.193401701171

文献信息

• Direct conversion of alcohols into the corresponding iodides
  作者：Reni Joseph、Pradeep S. Pallan、A. Sudalai、T. Ravindranathan

  DOI：10.1016/0040-4039(94)02315-3

  日期：1995.1

  A mild and effective procedure for directly converting secondary, tertiary and benzylic alcohols into the corresponding iodides is described using I2 in refluxing petroleum ether. The reaction proceeds with inversion of configuration.

  在回流石油醚中使用I 2描述了一种温和有效的方法，该方法可将仲，叔和苄醇直接转化为相应的碘化物。反应随着构型的反转而进行。
• Reactions in dry media: reactions of cholesterol and cholestanes on silica bound ferric chloride
  作者：Daniel M. Tal、Ehud Keinan、Yehuda Mazur

  DOI：10.1016/0040-4020(81)85029-6

  日期：1981.1

  Reaction of cholesterol with silica bound FeCl3 resulted in a mixture of 3β-cholesteryl chloride and dicholesteryl ether.

  胆固醇与二氧化硅键合的FeCl 3的反应产生了3β-胆固醇酰氯和二胆固醇酯醚的混合物。
• Efficient method for inversion of secondary alcohols by reaction of chloromethanesulfonates with cesium acetate
  作者：Takeshi Shimizu、Sayoko Hiranuma、Tadashi Nakata

  DOI：10.1016/0040-4039(96)01333-0

  日期：1996.8

  Inversion of a variety of secondary alcohols using the (chloromethylsulfonyl)oxy group as a favorable leaving group with cesium acetate in the presence of 18-crown-6 has been performed to give the inverted acetates in high yields.

  已经进行了使用（氯甲基磺酰基）氧基作为有利的离去基团在18-冠-6存在下用乙酸铯转化各种仲醇的方法，从而以高收率得到了转化的乙酸酯。
• Phosphine Effects in the Copper(I) Hydride-Catalyzed Hydrogenation of Ketones and Regioselective 1,2-Reduction of α,β-Unsaturated Ketones and Aldehydes. Hydrogenation of Decalin and Steroidal Ketones and Enones
  作者：Jian-Xin Chen、John F. Daeuble、Jeffrey M. Stryker

  DOI：10.1016/s0040-4020(00)00133-2

  日期：2000.4

  The stereoselectivity and regioselectivity of the catalytic hydrogenation of ketones and α,β-unsaturated ketones and aldehydes using soluble copper(I) hydride catalysts have been investigated as a function of the ancillary phosphine ligand. While a relatively narrow range of aryldialkylphosphine ligands produce active hydrogenation catalysts, some ligands provide higher selectivity for 1,2-reduction

  已经研究了使用可溶性氢化铜（I）催化剂催化酮和α，β-不饱和酮和醛催化氢化的立体选择性和区域选择性，它是辅助膦配体的函数。尽管相对窄范围的芳基二烷基膦配体产生活性氢化催化剂，但某些配体比使用先前报道的二甲基苯基膦稳定的催化剂观察到的对1,2-还原无环不饱和羰基底物的选择性更高。这类氢化氢化催化剂的合成用途可以通过十氢化萘和甾族酮和烯酮的氢化来说明，后者能提供高选择性的烯丙醇。
• Direct organocatalytic stereoselective transfer hydrogenation of conjugated olefins of steroids
  作者：Dhevalapally B. Ramachary、Rajasekar Sakthidevi、P. Srinivasa Reddy

  DOI：10.1039/c3ra41519h

  日期：——

  catalyst 1b·D-CSA is mild enough to activate the various chiral cyclic enones through iminium ion formation during the organocatalytic transfer hydrogenations with Hantzsch ester 2a as a hydrogen source. Further, clear evidence for the selective formation of intermediate iminium species [I]+ have been characterized through on-line monitoring of controlled experiments by NMR and ESI-HRMS analyses.

  通过动力学控制和有机催化的顺-选择性转移氢化已成功地证明了各种类固醇的烯酮官能团的还原。在此，已经报道了通过有机催化的许多5β-类固醇的非对映选择性合成，其具有广泛的医学和药学应用。机理研究和产物的选择性清楚地表明，催化剂1b · D -CSA足够温和，可以在以汉茨sch酸酯2a为氢源的有机催化转移加氢过程中通过亚胺离子的形成来活化各种手性环状烯酮。此外，有明确的证据表明可以选择性地形成中间亚胺鎓类物质[ I] +通过NMR和ESI-HRMS分析对受控实验进行在线监测来表征。