[(2-Cyano-ethoxy)-diisopropylamino-phosphanyloxy]-thioacetic acid S-benzyl ester | 168030-26-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(2-Cyano-ethoxy)-diisopropylamino-phosphanyloxy]-thioacetic acid S-benzyl ester
• CAS: 168030-26-0
• 化学式: C₁₈H₂₇N₂O₃PS
• 分子量: 382.464
• InChiKey: MHGBZCVTSDBXDD-UHFFFAOYSA-N

物化性质

• 沸点：
  433.9±40.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  25.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  62.56
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  [Bis-(4-methoxy-phenyl)-phenyl-methoxy]-thioacetic acid S-benzyl ester 在 四氮唑 、 二氯乙酸 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 [(2-Cyano-ethoxy)-diisopropylamino-phosphanyloxy]-thioacetic acid S-benzyl ester
  参考文献：
  名称：

  Imidazole Tethered Oligodeoxyribonucleotides: Synthesis and RNA Cleaving Activity

  摘要：

  A solid support (3) and a non-nucleosidic phosphoramidite building block (4), both containing a thioester bond is their structure, were synthesized. They were used in the preparation of oligonucleotides tethered to an imidazole group at their 3'- or 5'-terminus, as well as at the 1'-position of nonterminal 3'-deoxypsicothymidine units. The desired functional groups were introduced during the deprotection of the oligonucleotide by using the primary amino group of histamine or 1-(3-aminopropyl)imidazole as a nucleophile. The ability of the tethered oligonucleotides to hydrolyze complementary RNA strands was tested. Of the oligonucleotides prepared, 12b, bearing a histamine group at the 3'-end, was shown to promote a sequence specific strand scission of RNA in the presence of Zn2+ ions.

  DOI：

  10.1021/jo00112a047