1-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[methyl-[(2R,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(trityloxymethyl)oxolan-3-yl]oxyphosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione | 127842-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[methyl-[(2R,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(trityloxymethyl)oxolan-3-yl]oxyphosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 127842-97-1；127912-10-1
• 化学式: C₄₆H₅₇N₄O₁₁PSi
• 分子量: 901.038
• InChiKey: BTUBADCUWAWVKH-SFAKBPSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  63.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  182.17
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  1-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[methyl-[(2R,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(trityloxymethyl)oxolan-3-yl]oxyphosphanyl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione 生成 1-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[methyl-[(2R,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(trityloxymethyl)oxolan-3-yl]oxyphosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  LOSCHNER, THOMAS;ENGELS, JOACHIM, TETRAHEDRON LETT., 30,(1989) N1, C. 5587-5590

  摘要：

  DOI：

文献信息

• New proline derived chiral building blocks for nucleoside methylphosphonate synthesis
  作者：Pia Rosmanitz、Stefan Eisenhardt、Jan W. Bats、Joachim W. Engels

  DOI：10.1016/s0040-4020(01)85640-4

  日期：1994.1

  P-Prolyl-nucleoside-P-methyl-phosphonamidites, P-chiral building blocks for nucleoside methylphosphonate synthesis were prepared by two different methods. First starting from dichloromethylphosphine 1 prochiral bis-proline-methylphosphines 3a-e were obtained. Their reaction with tritylthymidine in presence of an acid like tetrazole or better 2,6-di-tert.-butyl-4-methyl-pyridinium-tetrafluoroborate

  P-脯氨酰基-核苷-P-甲基-膦酰胺，用于合成核苷甲基膦酸酯的P-手性构件是通过两种不同的方法制备的。首先从二氯甲基膦1开始，获得了手性双脯氨酸-甲基膦3a-e。它们在酸如四唑或更好的2，6-二叔丁基-4-甲基-吡啶鎓四氟硼酸盐的存在下与三苯甲基胸腺嘧啶核苷的反应提供了亚酰胺5a-e。磷中心的绝对构型可以通过单晶X射线衍射确定。基于该确定，酰胺5a-e和10a-e可以由NMR光谱法确定。或者，从二氯甲基膦与二甲氧基三苯甲基胸苷的反应开始，然后在三乙胺的存在下加入脯氨酸衍生物2a-i，得到磷手性亚酰胺10a-i，其de高达81％。
• One pot RP-diastereoselective synthesis of dinucleoside methylphosphonates using methyldichlorophosphine
  作者：Thomas Löschner、Joachim Engels

  DOI：10.1016/s0040-4039(01)93806-7

  日期：1989.1

  Using CH3PCl2 and suitably protected nucleosides at low temperature remarkable diastereoselectivity is observed in the synthesis of dinucleoside methylphosphonates.

  在低温下使用CH 3 PCl 2和适当保护的核苷，在合成二核苷甲基膦酸酯中观察到了显着的非对映选择性。