4-chlorophenyl-(N,N-methyl-mesyl)-sulfenamide | 52740-39-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-chlorophenyl-(N,N-methyl-mesyl)-sulfenamide
• 英文别名: N-(4-chlorophenyl)sulfanyl-N-methylmethanesulfonamide
• CAS: 52740-39-3
• 化学式: C₈H₁₀ClNO₂S₂
• 分子量: 251.758
• InChiKey: MJQHDCCLJHPARX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chlorophenyl-(N,N-methyl-mesyl)-sulfenamide 、 thymidin-3'-yl H-phosphonate 、 3'-O-levulinoylthymidine 在 吡啶 、 三甲基乙酰氯 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.66h， 以90%的产率得到DMTrO-Tp(s)T-Lev
  参考文献：
  名称：

  [EN] A NEW METHOD OF USING N-THIO COMPOUNDS FOR OLIGONUCLEOTIDE SYNTHESIS
  [FR] NOUVEAU PROCÉDÉ D'UTILISATION DES COMPOSÉS N-THIO POUR LA SYNTHÈSE D'OLIGONUCLÉOTIDES

  摘要：

  一种合成寡核苷酸的方法，包括使用一种通用式(I)的硫化剂来硫化寡核苷酸前体的至少一个磷酸酯核苷酸键，其中R是芳基或杂环芳基，通过环状碳原子与S原子结合；R1和R2是独立的有机残基，优选为C1-C20烃基残基。该方法还可以包括纯化寡核苷酸。还包括一种合成硫化剂的方法。

  公开号：

  WO2012001126A1
• 作为产物：
  描述：

  4-氯苯硫酚 在 吡啶 吡啶 、 磺酰氯 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 生成 4-chlorophenyl-(N,N-methyl-mesyl)-sulfenamide
  参考文献：
  名称：

  [EN] A NEW METHOD OF USING N-THIO COMPOUNDS FOR OLIGONUCLEOTIDE SYNTHESIS
  [FR] NOUVEAU PROCÉDÉ D'UTILISATION DES COMPOSÉS N-THIO POUR LA SYNTHÈSE D'OLIGONUCLÉOTIDES

  摘要：

  一种合成寡核苷酸的方法，包括使用一种通用式(I)的硫化剂来硫化寡核苷酸前体的至少一个磷酸酯核苷酸键，其中R是芳基或杂环芳基，通过环状碳原子与S原子结合；R1和R2是独立的有机残基，优选为C1-C20烃基残基。该方法还可以包括纯化寡核苷酸。还包括一种合成硫化剂的方法。

  公开号：

  WO2012001126A1

文献信息

• SULFURIZATION REAGENTS ON SOLID SUPPORTS
  申请人：Mazur Wieslaw Adam

  公开号：US20140179875A1

  公开（公告）日：2014-06-26

  Described herein are novel solid-supported sulfurization reagents having the general structure: (I) wherein (P) is a polymer; X is a linker; R 1 is an alkyl group, a cycloalkyl group, an aryl group, or a heterocycle; and R 2 is an alkyl group, an aryl group, a methyleneacyloxy group having the formula —CH 2 —O—C(O)—R 7 , a methylene carbonate group having the formula —CH 2 —O—C(O)—OR 8 , or a methylene carbamate group having the formula —CH 2 —O—C(O)—NR 9 R 10 , wherein R 7 is a C 1 to C 20 hydrocarbon residue, R 8 is any alkyl, cycloalkyl, aryl, or heteroaryl, and R 9 and R 10 are independently hydrogen, alkyl, cycloalkyl, aryl, or heteroaryl. Other embodiments include solid-supported sulfurization reagents having the structure of Formula I, wherein (P) is a polystyrene-based solid support and X is an aromatic linker. Also described herein are methods for synthesizing the solid-supported sulfurization reagents and their use during the synthesis of oligonucleotides.

  本文描述了一种新型固体支持硫化试剂，其具有以下通用结构：(I)，其中(P)是聚合物；X是连接剂；R1是烷基、环烷基、芳基或杂环基；R2是烷基、芳基、具有公式—CH2—O—C(O)—R7的亚甲基酰氧基、具有公式—CH2—O—C(O)—OR8的亚甲基碳酸基或具有公式—CH2—O—C(O)—NR9R10的亚甲基氨基甲酸酯基，其中R7是C1到C20碳氢残基，R8是任何烷基、环烷基、芳基或杂芳基，R9和R10独立地为氢、烷基、环烷基、芳基或杂芳基。其他实施例包括具有式I结构的固体支持硫化试剂，其中(P)是基于聚苯乙烯的固体支持，X是芳香连接剂。本文还描述了制备固体支持硫化试剂的方法以及它们在寡核苷酸合成过程中的应用。
• New Method of Using N-Thio Compounds for Oligonucleotide Synthesis
  申请人：He Yigang

  公开号：US20130096291A1

  公开（公告）日：2013-04-18

  A method for synthesizing an oligonucleotide which comprises using a sulfurizing agent of general formula (I) for sulfurizing at least one phosphorus internucleotide linkage of a precursor of the oligonucleotide, wherein R is an aryl group or a heteroaryl group, which is bonded to the S-atom through an annular carbon atom; and R 1 and R 2 are independently organic residues, preferably a C1-C20 hydrocarbon residue. The method may further comprise purifying the oligonucleotide. Also included is a process for the synthesis of the sulfurizing agent.

  一种合成寡核苷酸的方法，包括使用一种通式（I）的硫化剂，对寡核苷酸前体的至少一个磷酸酯键进行硫化，其中R是芳基或杂环芳基，通过环状碳原子与S原子相连；R1和R2是独立的有机残基，优选是C1-C20烃基。该方法还可以包括纯化寡核苷酸。还包括一种合成硫化剂的过程。
• US8710210B2
  申请人：——

  公开号：US8710210B2

  公开（公告）日：2014-04-29
• [EN] SULFURIZATION REAGENTS ON SOLID SUPPORTS<br/>[FR] RÉACTIFS DE SULFURATION SUR DES SUPPORTS SOLIDES
  申请人：GIRINDUS AMERICA INC

  公开号：WO2013017469A1

  公开（公告）日：2013-02-07

  Described herein are novel solid-supported sulfurization reagents having the general structure: (I) wherein (P) is a polymer; X is a linker; R1 is an alkyl group, a cycloalkyl group, an aryl group, or a heterocycle; and R2 is an alkyl group, an aryl group, a methyleneacyloxy group having the formula -CH2-O-C(O)-R7, a methylene carbonate group having the formula -CH2-O-C(O)-OR8, or a methylene carbamate group having the formula -CH2-O-C(O)-NR9R10, wherein R7 is a C1 to C20 hyrdorcarbon residue, R8 is any alkyl, cycloalkyl, aryl, or heteroaryl, and R9 and R10 are independently hydrogen, alkyl, cycloalkyl, aryl, or heteroaryl. Other embodiments include solid-supported sulfurization reagents having the structure of Formula I, wherein (P) is a polystyrene-based solid support and X is an aromatic linker. Also described herein are methods for synthesizing the solid-supported sulfurization reagents and their use during the synthesis of oligonucleotides.
• [EN] A NEW METHOD OF USING N-THIO COMPOUNDS FOR OLIGONUCLEOTIDE SYNTHESIS<br/>[FR] NOUVEAU PROCÉDÉ D'UTILISATION DES COMPOSÉS N-THIO POUR LA SYNTHÈSE D'OLIGONUCLÉOTIDES
  申请人：GIRINDUS AMERICA INC

  公开号：WO2012001126A1

  公开（公告）日：2012-01-05

  A method for synthesizing an oligonucleotide which comprises using a sulfurizing agent of general formula (I) for sulfurizing at least one phosphorus internucleotide linkage of a precursor of the oligonucleotide, wherein R is an aryl group or a heteroaryl group, which is bonded to the S-atom through an annular carbon atom; and R1 and R2 are independently organic residues, preferably a C1-C20 hydrocarbon residue. The method may further comprise purifying the oligonucleotide. Also included is a process for the synthesis of the sulfurizing agent.

  一种合成寡核苷酸的方法，包括使用一种通用式(I)的硫化剂来硫化寡核苷酸前体的至少一个磷酸酯核苷酸键，其中R是芳基或杂环芳基，通过环状碳原子与S原子结合；R1和R2是独立的有机残基，优选为C1-C20烃基残基。该方法还可以包括纯化寡核苷酸。还包括一种合成硫化剂的方法。