N-acetyl-2'-O-(2-trifluoromethyl-3,3,3-trifluoropropanoxymethyl)-5'-O-(4,4'-dimethoxytrityl)adenosine | 1276668-51-9

• 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: N-acetyl-2'-O-(2-trifluoromethyl-3,3,3-trifluoropropanoxymethyl)-5'-O-(4,4'-dimethoxytrityl)adenosine
• 英文别名: N6-Acetyl-2'-O-(2-trifluoromethyl-3,3,3-trifluoropropanoxymethyl)-5'-O-(4,4'-dimethoxytrityl)adenosine；N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxy-3-[[3,3,3-trifluoro-2-(trifluoromethyl)propoxy]methoxy]oxolan-2-yl]purin-6-yl]acetamide
• CAS: 1276668-51-9
• 化学式: C₃₈H₃₇F₆N₅O₈
• 分子量: 805.731
• InChiKey: GWJMMYWROLRQOK-CQFMLMEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  57
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  148
• 氢给体数：
  2
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  (4R,5S)-oxazaphospholidine 、 N-acetyl-2'-O-(2-trifluoromethyl-3,3,3-trifluoropropanoxymethyl)-5'-O-(4,4'-dimethoxytrityl)adenosine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以63%的产率得到N6-acetyl-2'-O-(2-trifluoromethyl-3,3,3-trifluoropropanoxymethyl)-3'-O-((3S,3aR)-3-phenylhexahydropyrrolo[1,2-c][1,3,2]oxazaphosphol-1-yl)-5'-O-(4,4'-dimethoxytrityl)adenosine
  参考文献：
  名称：

  NOVEL PROTECTING GROUP FOR SYNTHESIZING RNA AND DERIVATIVE THEREOF

  摘要：

  公开号：

  EP2479182B8

文献信息

• Novel protective group for synthesis of RNA and derivative
  申请人：WADA Takeshi

  公开号：US20110178284A1

  公开（公告）日：2011-07-21

  A protective group represented by the following general formula (I) (the oxygen atom attached with * represents oxygen atom of 2′-hydroxyl group of a ribonucleoside, a ribonucleotide or a derivative thereof; R 1 and R 2 both represent hydrogen atom, or represent a halogen atom, a C 1-6 alkyl group, or a C 1-6 halo-substituted alkyl group; R 3 and R 4 represent hydrogen atom, a halogen atom, a C 1-6 alkyl group, or a C 1-6 halo-substituted alkyl group; and R 5 and R 6 represent a halogen atom, a C 1-6 halo-substituted alkyl group, cyano group, nitro group, or the like), which is stable under the reaction conditions of the nucleic acid synthetic cycles and has little steric hindrance, and can be removed under mild conditions using fluoride ions as a base.

  一个保护基团，其通式为(I)（带有*的氧原子代表核苷酸、核苷酸衍生物或其衍生物的2'-羟基氧原子；R1和R2均代表氢原子，或代表卤素原子、C1-6烷基或C1-6卤代烷基；R3和R4代表氢原子、卤素原子、C1-6烷基或C1-6卤代烷基；R5和R6代表卤素原子、C1-6卤代烷基、氰基、硝基或类似物），在核酸合成循环的反应条件下稳定，且具有较小的空间位阻，可以在温和条件下使用氟化物离子作为碱剂去除。
• Protective group for synthesis of RNA and derivative
  申请人：Wada Takeshi

  公开号：US08470987B2

  公开（公告）日：2013-06-25

  A protective group represented by the following general formula (I) (the oxygen atom attached with * represents oxygen atom of 2′-hydroxyl group of a ribonucleoside, a ribonucleotide or a derivative thereof; R1 and R2 both represent hydrogen atom, or represent a halogen atom, a C1-6 alkyl group, or a C1-6 halo-substituted alkyl group; R3 and R4 represent hydrogen atom, a halogen atom, a C1-6 alkyl group, or a C1-6 halo-substituted alkyl group; and R5 and R6 represent a halogen atom, a C1-6 halo-substituted alkyl group, cyano group, nitro group, or the like), which is stable under the reaction conditions of the nucleic acid synthetic cycles and has little steric hindrance, and can be removed under mild conditions using fluoride ions as a base.

  由以下通式（I）表示的保护基（带有*的氧原子表示核苷酸，核苷酸衍生物或其衍生物的2'-羟基的氧原子; R1和R2均表示氢原子，或表示卤素原子，C1-6烷基或C1-6卤代烷基; R3和R4表示氢原子，卤素原子，C1-6烷基或C1-6卤代烷基; R5和R6表示卤素原子，C1-6卤代烷基，氰基，硝基或类似物），在核酸合成周期的反应条件下稳定，并且具有较小的立体位阻，可以在使用氟化物离子作为碱的温和条件下去除。
• NOVEL PROTECTING GROUP FOR SYNTHESIZING RNA AND DERIVATIVE THEREOF
  申请人：Wave Life Sciences Japan, Inc.

  公开号：EP2479182B8

  公开（公告）日：2016-07-13