(17α)-17-hydroxy-21-phenyl-pregn-4-en-20-yn-3-one | 96289-97-3

• 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: (17α)-17-hydroxy-21-phenyl-pregn-4-en-20-yn-3-one
• 英文别名: (8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-17-(phenylethynyl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one；17β-Hydroxy-3-oxo-17α-phenylaethinyl-androsten-(4)；(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-(2-phenylethynyl)-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 96289-97-3
• 化学式: C₂₇H₃₂O₂
• 分子量: 388.55
• InChiKey: RRBUVKVCPPYRAS-AIFRIFMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (17α)-17-hydroxy-21-phenyl-pregn-4-en-20-yn-3-one 在 盐酸羟胺 、 sodium methylate 、 sodium acetate 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 16.42h， 生成 17β-hydroxy-17α-(phenylethynyl)-androst-4-ene-[2,3-d]isoxazole
  参考文献：
  名称：

  Synthesis of 21-Aryl and Heteroaryl Ethisterones and the Corresponding A-Ring Substituted [2,3-d]lsoxazoles

  摘要：

  钯(0)催化的乙司领[6; (17α)-17-羟基孕-4-烯-20-炔-3-酮]与芳香/杂芳烃卤化物的偶联反应生成了C-21取代衍生物7。对这些化合物进行羟甲基化处理，然后用盐酸羟胺处理，最终形成了21-取代的(17α)-孕-2,4-烯-20-炔[2,3-d]异噁唑-17-醇3。

  DOI：

  10.1055/s-1992-26151
• 作为产物：
  描述：

  3β,17α-Dihydroxy-17β-phenylethinyl-5α-androstan 在 吡啶 、 环己酮 、 乙酸酐 、 aluminum isopropoxide 作用下， 以 甲苯 为溶剂， 生成 (17α)-17-hydroxy-21-phenyl-pregn-4-en-20-yn-3-one
  参考文献：
  名称：

  Mamlok,L. et al., Bulletin de la Societe Chimique de France, 1961, p. 1806 - 1812

  摘要：

  DOI：

文献信息

• A facile method to append peptidal side-chains onto steroidal templates.
  作者：David C. Horwell、Ian C. Lennon、Edward Roberts

  DOI：10.1016/s0040-4020(01)86716-8

  日期：1994.4

  Side-chains corresponding to phenylalanine, tyrosine and tryptophan are introduced onto a steroid template in a highly efficient manner via a condensation of the appropriate lithium acetylide with a steroidal ketone. The subsequent acetylene functionality can be selectively reduced in the presence of a modified benzyl ether and steroid ring unsaturation.
• Gram-Scale Preparation of Pd@PANI: A Practical Catalyst Reagent for Copper-Free and Ligand-Free Sonogashira Couplings
  作者：Lei Yu、Zhe Han、Yuanhua Ding

  DOI：10.1021/acs.oprd.6b00322

  日期：2016.12.16

  Palladium nanoparticles on the polyaniline (Pd@PANI) catalyst are now easily prepared on a gram scale through the oxidative polymerization of aniline in the presence of PdCl2 by using air as a clean oxidant. The material is found to be very stable and can be stored for more than one year without deactivation. Thus, it may become a commercial reagent in organic synthesis, depending on its application scopes. This article reported the first example of Pd@PANI-catalyzed Sonogashira couplings free of copper and ligands.
• Silanol–molybdenum hexacarbonyl as a new efficient catalyst for metathesis of functionalised alkynes under microwave irradiation
  作者：Didier Villemin、Michael Héroux、Virginie Blot

  DOI：10.1016/s0040-4039(01)00549-4

  日期：2001.5

  The catalytic mixture based on Mo(CO), was re-examined in the metathesis of 4-methoxytolan. Silanols (4) or (5) were found to be very active as co-catalysts. The metathesis of functional alkynes was convenient and rapidly achieved in octane as solvent under microwave irradiation in a resonance cavity. (C) 2001 Elsevier Science Ltd. All rights reserved.