[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-thioacetic acid S-benzyl ester | 1027664-65-8

• 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: [Bis-(4-methoxy-phenyl)-phenyl-methoxy]-thioacetic acid S-benzyl ester
• 英文别名: S-benzyl 2-[bis(4-methoxyphenyl)-phenylmethoxy]ethanethioate
• CAS: 1027664-65-8
• 化学式: C₃₀H₂₈O₄S
• 分子量: 484.616
• InChiKey: XQGYVIDVUCYAPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  苄硫醇 、 O-(4,4'-Dimethoxytrityl)glycolic acid triethylammonium salt 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 [Bis-(4-methoxy-phenyl)-phenyl-methoxy]-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

文献信息

• Imidazole Tethered Oligodeoxyribonucleotides: Synthesis and RNA Cleaving Activity
  作者：Jari Hovinen、Andrei Guzaev、Elena Azhayeva、Alex Azhayev、Harri Lonnberg

  DOI：10.1021/jo00112a047

  日期：1995.4

  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.