{4-[3-(tert-Butyl-dimethyl-silanyloxy)-propoxy]-5-methoxy-2-nitro-phenyl}-methanol | 163982-13-6

• 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-[3-(tert-Butyl-dimethyl-silanyloxy)-propoxy]-5-methoxy-2-nitro-phenyl}-methanol
• 英文别名: [4-[3-[Tert-butyl(dimethyl)silyl]oxypropoxy]-5-methoxy-2-nitrophenyl]methanol
• CAS: 163982-13-6
• 化学式: C₁₇H₂₉NO₆Si
• 分子量: 371.506
• InChiKey: CIFGQLNDNXIJQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  93.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[bis(4-methoxyphenyl)phenylmethoxy]butanoic acid 、 {4-[3-(tert-Butyl-dimethyl-silanyloxy)-propoxy]-5-methoxy-2-nitro-phenyl}-methanol 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， 以89%的产率得到4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-butyric acid 4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-5-methoxy-2-nitro-benzyl ester
  参考文献：
  名称：

  Synthesis of Oligonucleotides Containing 3'-Alkyl Carboxylic Acids Using Universal, Photolabile Solid Phase Synthesis Supports

  摘要：

  The synthesis and application of photolabile supports for solid phase oligonucleotide syntheses that release oligonucleotides containing S'-alkyl carboxylic acids is described. The carboxylic acid functionality is revealed without removing any other protecting groups throughout the biopolymer, and the protected oligonucleotides are amenable to reverse phase HPLC. The solid phase synthesis supports do not contain a nucleoside, making it possible to use a single support for the synthesis of oligonucleotides independent of their sequence. Individual solid phase synthesis supports differ according to the length of the alkyl tether between the 4,4'-dimethoxytrityl group which serves as the initiation site for oligonucleotide synthesis and the latent carboxylic acid. Eicosameric oligonucleotides are obtained in as high as 92% yield, under photolysis conditions that an known to produce less than 1% thymidine thymidine photodimers.

  DOI：

  10.1021/jo00116a019
• 作为产物：
  描述：

  4-[3-(tert-Butyl-dimethyl-silanyloxy)-propoxy]-5-methoxy-2-nitro-benzaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以94%的产率得到{4-[3-(tert-Butyl-dimethyl-silanyloxy)-propoxy]-5-methoxy-2-nitro-phenyl}-methanol
  参考文献：
  名称：

  Synthesis of Oligonucleotides Containing 3'-Alkyl Carboxylic Acids Using Universal, Photolabile Solid Phase Synthesis Supports

  摘要：

  The synthesis and application of photolabile supports for solid phase oligonucleotide syntheses that release oligonucleotides containing S'-alkyl carboxylic acids is described. The carboxylic acid functionality is revealed without removing any other protecting groups throughout the biopolymer, and the protected oligonucleotides are amenable to reverse phase HPLC. The solid phase synthesis supports do not contain a nucleoside, making it possible to use a single support for the synthesis of oligonucleotides independent of their sequence. Individual solid phase synthesis supports differ according to the length of the alkyl tether between the 4,4'-dimethoxytrityl group which serves as the initiation site for oligonucleotide synthesis and the latent carboxylic acid. Eicosameric oligonucleotides are obtained in as high as 92% yield, under photolysis conditions that an known to produce less than 1% thymidine thymidine photodimers.

  DOI：

  10.1021/jo00116a019

文献信息

• Synthesis of Oligonucleotides Containing 3'-Alkyl Carboxylic Acids Using Universal, Photolabile Solid Phase Synthesis Supports
  作者：Dong Jin Yoo、Marc M. Greenberg

  DOI：10.1021/jo00116a019

  日期：1995.6

  The synthesis and application of photolabile supports for solid phase oligonucleotide syntheses that release oligonucleotides containing S'-alkyl carboxylic acids is described. The carboxylic acid functionality is revealed without removing any other protecting groups throughout the biopolymer, and the protected oligonucleotides are amenable to reverse phase HPLC. The solid phase synthesis supports do not contain a nucleoside, making it possible to use a single support for the synthesis of oligonucleotides independent of their sequence. Individual solid phase synthesis supports differ according to the length of the alkyl tether between the 4,4'-dimethoxytrityl group which serves as the initiation site for oligonucleotide synthesis and the latent carboxylic acid. Eicosameric oligonucleotides are obtained in as high as 92% yield, under photolysis conditions that an known to produce less than 1% thymidine thymidine photodimers.