(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ethyl phenylphosphonate | 1071453-61-6

• 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: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ethyl phenylphosphonate
• 英文别名: (3S,8S,9S,10R,13R,14S,17R)-3-[ethoxy(phenyl)phosphoryl]oxy-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]phenanthrene
• CAS: 1071453-61-6
• 化学式: C₃₅H₅₅O₃P
• 分子量: 554.794
• InChiKey: IKOLSVXQFPTIAL-RBXMFANSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  胆固醇 、 苯基膦酸二乙酯 在 吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以81%的产率得到(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ethyl phenylphosphonate
  参考文献：
  名称：

  膦酸二烷基酯的直接芳氧基化/烷基氧基化反应，用于合成膦酸酯

  摘要：

  已经开发了一种惯性二烷基膦酸酯与羟基化合物直接官能化的策略，以提供具有良好收率和官能团耐受性的多种混合膦酸酯。涉及NMR研究和DFT研究的机理研究表明，在Tf 2存在的情况下，由膦酸二烷基酯原位生成了空前的高反应性P V物种（磷酰吡啶-1-盐），这是这种新的合成转化的关键中间体。O /吡啶。

  DOI：

  10.1002/anie.201802082

文献信息

• Microwave-Assisted Palladium-Catalyzed Cross-Coupling of Aryl and Vinyl Halides with H-Phosphonate Diesters
  作者：Marcin Kalek、Asraa Ziadi、Jacek Stawinski

  DOI：10.1021/ol801935r

  日期：2008.10.16

  bond was developed. Using a prevalent palladium catalyst, Pd(PPh3)4, a quantitative cross-coupling of various H-phosphonate diesters with aryl and vinyl halides was achieved in less than 10 min. The reactions occurred with retention of configuration at the phosphorus center and in the vinyl moiety. Using this protocol, several C-phosphonates, including those bearing nucleoside and cholesteryl moieties

  开发了一种微波辅助CP键形成的通用有效方法。使用一种流行的钯催化剂Pd（PPh3）4，在不到10分钟的时间内即可实现各种H-膦酸酯二酯与芳基卤化物和乙烯基卤化物的定量交叉偶联。在磷中心和乙烯基部分保留构型的情况下发生反应。使用该方案，可以高收率制备数种C-膦酸酯，包括带有核苷和胆固醇基部分的C-膦酸酯。
• [EN] METAL-FREE DIRECT ARYLATION OF DIALKYL PHOSPHONATES FOR THE SYNTHESIS OF MIXED ALKYL ARYL PHOSPHONATES<br/>[FR] ARYLATION DIRECTE SANS MÉTAL DE PHOSPHONATES DE DIALKYLE POUR LA SYNTHÈSE DE PHOSPHONATES D'ARYLE ALKYLE MIXTES
  申请人：THE BOARD OF REGENTS OF THE NEVADA SYSTEM OF HIGHER EDUCATION ON BEHALF OF THE UNIV OF NEVADA LAS VE

  公开号：WO2019028391A1

  公开（公告）日：2019-02-07

  Provided herein are phosphates, thiophosphates, phosphonates, and phosphinates, methods of making same, and methods of using these compounds and methods for the generation of pharmaceutically relevant phosphate, phosphonate, and phosphinate analogs. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  本文提供了磷酸盐、硫代磷酸盐、膦酸盐和膦酸盐，以及制备这些化合物的方法，以及使用这些化合物和用于生成与药用相关的磷酸盐、膦酸盐和膦酸盐类似物的方法。此摘要旨在作为搜索特定领域的扫描工具，并不限制本发明。
• Metal-free direct arylation of dialkyl phosphonates for the synthesis of mixed alkyl aryl phosphonates
  申请人：The Board of Regents of the Nevada System of Higher Education on Behalf of the University of Nevada, Las Vegas

  公开号：US10927135B2

  公开（公告）日：2021-02-23

  Provided herein are phosphates, thiophosphates, phosphonates, and phosphinates, methods of making same, and methods of using these compounds and methods for the generation of pharmaceutically relevant phosphate, phosphonate, and phosphinate analogs. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  本发明提供了磷酸盐、硫代磷酸盐、膦酸盐和膦酸盐、其制造方法、使用这些化合物的方法以及生成药用磷酸盐、膦酸盐和膦酸盐类似物的方法。本摘要旨在作为在特定技术领域进行搜索的扫描工具，并非对本发明的限制。
• METAL-FREE DIRECT ARYLATION OF DIALKYL PHOSPHONATES FOR THE SYNTHESIS OF MIXED ALKYL ARYL PHOSPHONATES
  申请人：The Board of Regents of the Nevada System of Higher Education on Behalf of the University of Nevada,

  公开号：US20200255461A1

  公开（公告）日：2020-08-13

  Provided herein are phosphates, thiophosphates, phosphonates, and phosphinates, methods of making same, and methods of using these compounds and methods for the generation of pharmaceutically relevant phosphate, phosphonate, and phosphinate analogs. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.