(Z)-1-<2-deoxy-2--3,5-O-<1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl>-β-D-erythro-pentofuranosyl>-4-ethoxy-2(1H)-pyrimidinone | 135789-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (Z)-1-<2-deoxy-2--3,5-O-<1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl>-β-D-erythro-pentofuranosyl>-4-ethoxy-2(1H)-pyrimidinone
• 英文别名: (Z)-1-[2-deoxy-2-[fluoro(tributylstannyl)methylene]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-β-D-erythro-pentofuranosyl]-4-ethoxy-2(1H)-pyrimidinone；1-[(6aR,8R,9Z,9aS)-9-[fluoro(tributylstannyl)methylidene]-2,2,4,4-tetra(propan-2-yl)-6a,9a-dihydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-4-ethoxypyrimidin-2-one
• CAS: 135789-89-8
• 化学式: C₃₆H₆₇FN₂O₆Si₂Sn
• 分子量: 817.817
• InChiKey: JYNQRSYTQSJVRI-GLJXDQETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.11
• 重原子数：
  48
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  78.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (Z)-1-<2-deoxy-2--3,5-O-<1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl>-β-D-erythro-pentofuranosyl>-4-ethoxy-2(1H)-pyrimidinone 在 氨 、 cesium fluoride 作用下， 以 甲醇 为溶剂， 以53%的产率得到4-氨基-1-[(2R,3E,4S,5R)-3-(氟亚甲基)-4-羟基-5-(羟基甲基)四氢呋喃-2-基]嘧啶-2-酮
  参考文献：
  名称：

  Stereospecific method to (E) and (Z) terminal fluoroolefins and its application to the synthesis of 2'-deoxy-2'-fluoromethylenenucleosides as potential inhibitors of ribonucleoside diphosphate reductase

  摘要：

  DOI：

  10.1021/ja00019a061
• 作为产物：
  描述：

  (Z)-1-<2-deoxy-2--3,5-O-<1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl>-β-D-erythro-pentofuranosyl>-4-ethoxy-2(1H)-pyrimidinone 以78的产率得到(Z)-1-<2-deoxy-2--3,5-O-<1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl>-β-D-erythro-pentofuranosyl>-4-ethoxy-2(1H)-pyrimidinone
  参考文献：
  名称：

  J. Am. Chem. Soc. 1991, 113, 7439-7440

  摘要：

  DOI：

文献信息

• Stereospecific synthesis of 1-fluoro olefins via (fluorovinyl)stannanes and an unequivocal NMR method for the assignment of fluoro olefin geometry
  作者：James R. McCarthy、Edward W. Huber、Tieu-Binh Le、F. Mark Laskovics、Donald P. Matthews

  DOI：10.1016/0040-4020(95)00911-q

  日期：1996.1

  (Z)-Fluorovinyl sulfones (II) form (fluorovinyl)stannanes (III) on treatment with two equivalents of tributyltin hydride and a catalytic amount of AIBN; the free radical catalyzed reaction proceeds with retention of configuration for 2,2-disubstituted fluorovinyl sulfones (IIa and IIb). Conversion of III to 1-fluoro olefins (IV) is a stereospecific reaction and provides a general method to (E) and (Z)

  （E）-和（Z）-氟代乙烯基砜（II）在用两当量的氢化三丁基锡和催化量的AIBN处理时形成（氟乙烯基）锡烷（III）；自由基催化的反应会继续保留2,2-二取代的氟乙烯基砜（IIa和IIb）的构型。从III到1-氟烯烃（IV）的转化是立体定向反应，并且提供了对（E）和（Z）氟烯烃的通用方法。该方法的效用以氘代氟代烯烃27，核苷32的合成为例34和34，氨基酸43和47。质子观察，首次使用19 F辐照（1 H- 19 F）NOE差异光谱作为明确方法来指定氟乙烯砜，（氟乙烯）锡烷和氟烯烃的烯烃几何形状。
• Treatment of carcinoma by administration of
  申请人：Merrell Pharmaceuticals Inc.

  公开号：US05607925A1

  公开（公告）日：1997-03-04

  This invention relates to certain novel 2'-halomethylidene, 2'-ethenylidene and 2'-ethynyl cytidine, uridine and guanosine derivatives, and compositions thereof, which are useful in the treatment of patients afflicted with neoplastic or viral disease states.

  这项发明涉及某些新型的2'-卤代甲基亚甲基、2'-乙烯基亚甲基和2'-乙炔基胞嘧啶、尿苷和鸟苷衍生物及其组合物，这些衍生物在治疗罹患肿瘤或病毒性疾病状态的患者中具有用途。
• 2'-halomethylidene cytidine, uridine and guanosine compounds and their
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US05378693A1

  公开（公告）日：1995-01-03

  This invention relates to certain novel 2'-halomethylidene, 2'-ethenylidene and 2'-ethynyl cytidine, uridine and guanosine derivatives, and compositions thereof, which are useful in the treatment of patients afflicted with neoplastic or viral disease states.

  这项发明涉及某些新型的2'-卤代甲基亚甲基、2'-乙烯基亚甲基和2'-乙炔基胞苷、尿苷和鸟苷衍生物，以及这些衍生物的组合物，这些衍生物在治疗患有肿瘤或病毒性疾病状态的患者中非常有用。
• Stereospecific method to (E) and (Z) terminal fluoroolefins and its application to the synthesis of 2'-deoxy-2'-fluoromethylenenucleosides as potential inhibitors of ribonucleoside diphosphate reductase
  作者：James R. McCarthy、Donald P. Matthews、David M. Stemerick、Edward W. Huber、Philippe Bey、Bruce J. Lippert、Ronald D. Snyder、Prasad S. Sunkara

  DOI：10.1021/ja00019a061

  日期：1991.9
• J. Am. Chem. Soc. 1991, 113, 7439-7440
  作者：

  DOI：——

  日期：——