5'-O-trityl-3'-O-methylthiothiocarbonyl-2'-deoxy-adenosine | 265987-42-6

• 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: 5'-O-trityl-3'-O-methylthiothiocarbonyl-2'-deoxy-adenosine
• 英文别名: O-[(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(trityloxymethyl)oxolan-3-yl] methylsulfanylmethanethioate
• CAS: 265987-42-6
• 化学式: C₃₁H₂₉N₅O₃S₂
• 分子量: 583.735
• InChiKey: GXLUHGJROCYYAL-JIMJEQGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  155
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5'-O-trityl-3'-O-methylthiothiocarbonyl-2'-deoxy-adenosine 在 偶氮二异丁腈 、 亚膦酸 、 三乙胺 作用下， 以 乙二醇二甲醚 为溶剂， 反应 1.0h， 以79%的产率得到5'-O-trityl-2',3'-dideoxy-adenosine
  参考文献：
  名称：

  Radical deoxygenation and dehalogenation of nucleoside derivatives with hypophosphorous acid and dialkyl phosphites

  摘要：

  Hypophosphorous acid and dialkyl phosphites are effective radical reducing agents for D-thiocarbonyl groups or halides at the sugar part of nucleoside derivatives and give the corresponding hydrocarbons in high yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01617-3
• 作为产物：
  描述：

  5'-O-trityl-2'-deoxyadenosine 、 碘甲烷 在 二硫化碳 、 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 以96.4%的产率得到5'-O-trityl-3'-O-methylthiothiocarbonyl-2'-deoxy-adenosine
  参考文献：
  名称：

  PROCESS FOR PRODUCING NUCLEIC ACID DERIVATIVES

  摘要：

  可以提供一个出色的工业过程，用于通过允许具有糖基羟基或卤原子的化合物在核酸或其衍生物中减少，通过允许糖基羟基的O-硫酰衍生物或在核酸中或其衍生物中允许卤代衍生物与任何一种廉价、无毒且安全可用作工业规模中的自由基还原剂的次磷酸（包括其盐）和磷酸酯（酯）反应，在自由基反应引发剂的存在下。本发明的工艺是一种在低成本下减少核酸或其衍生物（包括核酸相关化合物）中的糖基羟基和卤原子的工业上有用且高度安全的过程。

  公开号：

  US20020045744A1

文献信息

• Process for producing nucleoside derivatives
  申请人：Ajinomoto Co., Inc.

  公开号：EP0999218A1

  公开（公告）日：2000-05-10

  An industrially applicable process is provided for producing nucleic acids or derivatives thereof having their sugar-moiety hydroxyl groups or halogen atoms reduced. According to this process, O-thiocarbonyl derivates of the sugar-moiety hydroxyl groups or derivatives halogenated in the sugar-moiety, are allowed to react, in the presence of a radical reaction initiator, with any one of hypophosphorous acids (including salts thereof) and phosphites (esters) which are inexpensive, non-toxic and safely usable as radical reducing agents on an industrial scale. The process of the present invention is an industrially useful and highly safe process for reducing sugar-moiety hydroxyl groups and halogen atoms in nucleic acids or derivatives thereof (including nucleic acid-related compounds) at low costs.

  本发明提供了一种工业上适用的工艺，用于生产糖分子羟基或卤素原子被还原的核酸或其衍生物。 根据该工艺，糖分子羟基的 O-硫代羰基衍生物或糖分子中卤化的衍生物，在自由基反应引发剂的存在下，可与任何一种次磷酸（包括其盐）和亚磷酸酯（酯）发生反应，次磷酸和亚磷酸酯价格低廉、无毒，可安全地用作工业规模的自由基还原剂。 本发明的工艺是一种工业上有用且高度安全的工艺，可以低成本还原核酸或其衍生物（包括核酸相关化合物）中的糖分子羟基和卤素原子。
• Process for producing 2', 3'-diethy substituted nucleoside derivatives
  申请人：AJINOMOTO CO., INC

  公开号：US20030204079A1

  公开（公告）日：2003-10-30

  There can be provided an excellent industrial process for producing compounds having sugar-moiety hydroxyl groups or halogen atoms reduced in nucleic acids or in derivatives thereof by allowing O-thiocarbonyl derivatives of sugar-moiety hydroxyl groups or allowing halogenated derivatives in the sugar-moiety, in the nucleic acids or in derivatives thereof to react with any one of hypophosphorous acids (including salts thereof) and phosphites (esters) which are inexpensive, non-toxic and safely usable as radical reducing agents in industrial scale, in the presence of a radical reaction initiator. The process of the present invention is an industrially useful and highly safe process for reducing sugar-moiety hydroxyl groups and halogen atoms in nucleic acids or derivatives thereof (including nucleic acid-related compounds) at low costs.
• US6579976B2
  申请人：——

  公开号：US6579976B2

  公开（公告）日：2003-06-17
• PROCESS FOR PRODUCING NUCLEIC ACID DERIVATIVES
  申请人：——

  公开号：US20020045744A1

  公开（公告）日：2002-04-18

  There can be provided an excellent industrial process for producing compounds having sugar-moiety hydroxyl groups or halogen atoms reduced in nucleic acids or in derivatives thereof by allowing O-thiocarbonyl derivatives of sugar-moiety hydroxyl groups or allowing halogenated derivatives in the sugar-moiety, in the nucleic acids or in derivatives thereof to react with any one of hypophosphorous acids (including salts thereof) and phosphites (esters) which are inexpensive, non-toxic and safely usable as radical reducing agents in industrial scale, in the presence of a radical reaction initiator. The process of the present invention is an industrially useful and highly safe process for reducing sugar-moiety hydroxyl groups and halogen atoms in nucleic acids or derivatives thereof (including nucleic acid-related compounds) at low costs.

  可以提供一个出色的工业过程，用于通过允许具有糖基羟基或卤原子的化合物在核酸或其衍生物中减少，通过允许糖基羟基的O-硫酰衍生物或在核酸中或其衍生物中允许卤代衍生物与任何一种廉价、无毒且安全可用作工业规模中的自由基还原剂的次磷酸（包括其盐）和磷酸酯（酯）反应，在自由基反应引发剂的存在下。本发明的工艺是一种在低成本下减少核酸或其衍生物（包括核酸相关化合物）中的糖基羟基和卤原子的工业上有用且高度安全的过程。
• Radical deoxygenation and dehalogenation of nucleoside derivatives with hypophosphorous acid and dialkyl phosphites
  作者：Satoshi Takamatsu、Satoshi Katayama、Naoko Hirose、Masaki Naito、Kunisuke Izawa

  DOI：10.1016/s0040-4039(01)01617-3

  日期：2001.10

  Hypophosphorous acid and dialkyl phosphites are effective radical reducing agents for D-thiocarbonyl groups or halides at the sugar part of nucleoside derivatives and give the corresponding hydrocarbons in high yield. (C) 2001 Elsevier Science Ltd. All rights reserved.