1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[[di(propan-2-yl)amino]-prop-2-enoxyphosphanyl]oxy-3-prop-2-enoxyoxolan-2-yl]pyrimidine-2,4-dione | 956472-38-1

• 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,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[[di(propan-2-yl)amino]-prop-2-enoxyphosphanyl]oxy-3-prop-2-enoxyoxolan-2-yl]pyrimidine-2,4-dione
• CAS: 956472-38-1
• 化学式: C₄₂H₅₂N₃O₉P
• 分子量: 773.863
• InChiKey: ULQMGHBXAQAYPV-ZQXHFDKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  55
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[[di(propan-2-yl)amino]-prop-2-enoxyphosphanyl]oxy-3-prop-2-enoxyoxolan-2-yl]pyrimidine-2,4-dione 、 1-[(2R,3R,4R,5R)-5-(hydroxymethyl)-3,4-bis(prop-2-enoxy)oxolan-2-yl]pyrimidine-2,4-dione 在 3 A molecular sieve 、 N-phenylimidazolium triflate 、 叔丁基过氧化氢 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  A new synthetic route to oligoribonucleotides based on CpRu-catalyzed deallylation

  摘要：

  A triribonucleotide 3-5 U, which is fully protected by an allyl group at the T-hydroxy and phosphoric acid positions was synthesized, the deprotection being quantitatively achieved by use of a catalytic amount of CpRu(eta(3)-C3H5)(2-quinolinecarboxylato) in methanol. The reaction is completed within 30 min at ambient temperature. The utility of the simple allyl protecting group has the potential to open a new pathway in the synthesis of RNA-related compounds. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.032
• 作为产物：
  描述：

  N,N,N',N'-四(1-甲基乙基)-二氨基亚磷酸 2-丙烯-1-基酯 、 5'-O-dimethoxytrityl-2'-O-allyluridine 在 3 A molecular sieve 作用下， 以 乙腈 为溶剂， 反应 11.0h， 以82%的产率得到1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[[di(propan-2-yl)amino]-prop-2-enoxyphosphanyl]oxy-3-prop-2-enoxyoxolan-2-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  A new synthetic route to oligoribonucleotides based on CpRu-catalyzed deallylation

  摘要：

  A triribonucleotide 3-5 U, which is fully protected by an allyl group at the T-hydroxy and phosphoric acid positions was synthesized, the deprotection being quantitatively achieved by use of a catalytic amount of CpRu(eta(3)-C3H5)(2-quinolinecarboxylato) in methanol. The reaction is completed within 30 min at ambient temperature. The utility of the simple allyl protecting group has the potential to open a new pathway in the synthesis of RNA-related compounds. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.032

文献信息

• A new synthetic route to oligoribonucleotides based on CpRu-catalyzed deallylation
  作者：Shinji Tanaka、Takuya Hirakawa、Kazuhiro Oishi、Yoshihiro Hayakawa、Masato Kitamura

  DOI：10.1016/j.tetlet.2007.08.032

  日期：2007.10

  A triribonucleotide 3-5 U, which is fully protected by an allyl group at the T-hydroxy and phosphoric acid positions was synthesized, the deprotection being quantitatively achieved by use of a catalytic amount of CpRu(eta(3)-C3H5)(2-quinolinecarboxylato) in methanol. The reaction is completed within 30 min at ambient temperature. The utility of the simple allyl protecting group has the potential to open a new pathway in the synthesis of RNA-related compounds. (c) 2007 Elsevier Ltd. All rights reserved.