5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-cyanoethoxymethoxymethyl)uridine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) | 1426132-42-4

• 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-(4,4'-dimethoxytrityl)-2'-O-(2-cyanoethoxymethoxymethyl)uridine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)
• 英文别名: 3-[[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-2-(2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxymethoxymethoxy]propanenitrile
• CAS: 1426132-42-4
• 化学式: C₄₄H₅₄N₅O₁₁P
• 分子量: 859.913
• InChiKey: FEMDFHQTFKCVAR-GQDLLOOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  61
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  183
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  2-cyanoethoxymethyl methylthiomethyl ether 在 吡啶 、 pyridine hydrofluoride 、 三氟甲磺酸 、 二异丙基铵盐四氮唑 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 9.17h， 生成 5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-cyanoethoxymethoxymethyl)uridine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)
  参考文献：
  名称：

  NUCLEOSIDE PHOSPHORAMIDATES FOR PRODUCING NUCLEIC ACIDS

  摘要：

  公开号：

  EP2749565B1

文献信息

• METHOD FOR PRODUCING GLYCOSIDE COMPOUNDS
  申请人：BONAC CORPORATION

  公开号：US20180079768A1

  公开（公告）日：2018-03-22

  The invention provides a production method of a glycoside compound or a salt thereof, which includes subjecting a thioether compound and an alcohol compound to a coupling reaction in the presence of a halogenating agent, a desiccant and a Lewis acid, and then distillation in the presence of at least one kind of additive selected from a sulfur-containing antioxidant and a maleimide group-containing compound to give a thioether compound and a step of subjecting a glycoside compound and a thioether compound to a coupling reaction in the presence of a halogenating agent, a desiccant and a Lewis acid to give a glycoside compound. By this method, a phosphoramidite preferable for the production (synthesis) of a nucleic acid can be produced more efficiently at a high purity.

  该发明提供了一种糖苷化合物或其盐的生产方法，包括在卤化剂、脱水剂和路易斯酸的存在下，使硫醚化合物和醇类化合物发生偶联反应，然后在存在硫含抗氧化剂和马来酰亚胺基团含化合物中至少选择一种添加剂的情况下进行蒸馏，从而得到硫醚化合物，并通过在卤化剂、脱水剂和路易斯酸的存在下，使糖苷化合物和硫醚化合物发生偶联反应来得到糖苷化合物。通过这种方法，可以更有效地以高纯度生产（合成）用于核酸生产的磷酰胺酸酯。
• GLYCOSIDE COMPOUND, METHOD FOR PRODUCING THIOETHER, ETHER, METHOD FOR PRODUCING ETHER, METHOD FOR PRODUCING GLYCOSIDE COMPOUND, METHOD FOR PRODUCING NUCLEIC ACID
  申请人：Aoki Eriko

  公开号：US20140206856A1

  公开（公告）日：2014-07-24

  The invention provides a glucoside compound, which is capable of providing a phosphoramidite, which can be produced at low cost and can produce a nucleic acid in high yield and with high purity. The glycoside compound has the formula wherein B, R 1 , R 2 , and R 3 are as described herein.

  本发明提供了一种葡萄糖苷化合物，能够提供一种磷酰胺酰化物，该磷酰胺酰化物能够以低成本生产，并且能够高产高纯度地产生核酸。该葡萄糖苷化合物具有以下式子：其中B，R1，R2和R3如本文所述。
• GLYCOSIDE COMPOUND, METHOD FOR PRODUCING THIOETHER, ETHER, METHOD FOR PRODUCING ETHER, METHOD FOR PRODUCING GLYCOSIDE COMPOUND, METHOD FOR PRODUCING NUCLEIC ACID
  申请人：Bonac Corporation

  公开号：EP2749565A1

  公开（公告）日：2014-07-02

  Provided is a glucoside compound, which is capable of providing a phosphoramidite, which can be produced at a low cost and can produce a nucleic acid in a high yield and with high purity. A glycoside compound represented by the following chemical formula (1). In the chemical formula (1), B is an atomic group having a nucleic acid base skeleton, and optionally having a protecting group, R1 and R2 are each a hydrogen atom or a protecting group, or R1 and R2 in conjunction optionally form an atomic group represented by the following chemical formula (R1R2A) or (R1R2B): each R1a is a hydrogen atom, a straight chain or branched alkyl group and the like, L1 is an unsubstituted or alkyl-substituted ethylene group, R3 is a group represented by the following chemical formula (R3): in the chemical formula (R3), n is a positive integer, and [D1] is an electron-withdrawing group.

  本发明提供了一种能提供亚磷酰胺的糖苷化合物，它的生产成本低廉，能高产率、高纯度地生产核酸。 由以下化学式（1）代表的糖苷化合物。 在化学式（1）中 B 是具有核酸碱基骨架的原子团，可选择具有保护基团、 R1 和 R2 各为一个氢原子或一个保护基团、 或 R1 和 R2 可选择结合形成由以下化学式（R1R2A）或（R1R2B）表示的原子团： 每个 R1a 是氢原子、直链或支链烷基等、 L1 是未取代的或烷基取代的乙烯基、 R3 是由以下化学式（R3）代表的基团： 在化学式（R3）中 n 为正整数，且 [D1] 是一个抽电子基团。
• THIOETHER COMPOUND FOR THE PROTECTION OF THE 2'-HYDROXY GROUP IN NUCLEOSIDES TO BE USED IN OLIGONUCLEOTIDE SYNTHESIS.
  申请人：Bonac Corporation

  公开号：EP3098230A1

  公开（公告）日：2016-11-30

  An ether is provided which may be used in the production of a glycoside, and method of producing the ether. The ether is represented by the following chemical formula (106): in said chemical formula (106), R4 is a hydrocarbon group, a straight chain or branched alkyl group, a straight chain or branched alkenyl group, a straight chain or branched alkynyl group, an aryl group, a straight chain or branched arylalkyl group, a cycloalkyl group, a cycloalkenyl group, a straight chain or branched cycloalkylalkyl group, a straight chain or branched cyclylalkyl group, or a straight chain or branched alkoxyalkyl group, n is a positive integer, L1 is an ethylene group (-CH2CH2-), wherein hydrogen atoms besides a hydrogen atom bonded to the α-position relative to [D1] are optionally substituted by a straight chain or branched alkyl group, and [D1] is an electron-withdrawing group.

  本发明提供了一种可用于生产苷类的醚以及生产该醚的方法。醚的化学式如下（106）： 在所述化学式（106）中 R4 是烃基、直链或支链烷基、直链或支链烯基、直链或支链炔基、芳基、直链或支链芳烷基、环烷基、环烯基、直链或支链环烷基、直链或支链环炔基、直链或支链烷氧基烷基、 n 为正整数、 L1 是乙烯基（-CH2CH2-），其中除了键合在相对于[D1]的 α 位的氢原子外，其他氢原子可选择被直链或支链烷基取代，以及 [D1] 是一个抽电子基团。
• US9481702B2
  申请人：——

  公开号：US9481702B2

  公开（公告）日：2016-11-01