1-[(1R,3R,4R,7S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-7-hydroxy-2,5-dioxa-bicyclo[2.2.1]hept-3-yl]-5-methyl-1H-pyrimidine-2,4-dione | 360785-79-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(1R,3R,4R,7S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-7-hydroxy-2,5-dioxa-bicyclo[2.2.1]hept-3-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 360785-79-1
• 化学式: C₁₇H₂₈N₂O₆Si
• 分子量: 384.505
• InChiKey: BRHDOCZCANGLMD-DMVWFOPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.89
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  102.78
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-[(1R,3R,4R,7S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-7-hydroxy-2,5-dioxa-bicyclo[2.2.1]hept-3-yl]-5-methyl-1H-pyrimidine-2,4-dione 在 吡啶 、 二乙基异丙基胺 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (1R,3R,4R,7S)-1-[(2-cyanoethoxy(diisopropylamino)phosphin)oxymethyl]-7-(4,4'-dimethoxytrityloxy)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Incorporation of α- and β-LNA (Locked nucleic acid) monomers in oligodeoxynucleotides with polarity reversals

  摘要：

  The thymidine monomers of LNA with both alpha- and beta -configuration are incorporated with polarity reversals (i.e., with 3'-3' and 5'-5' junctions) in oligodeoxynucleotides with beta- and alpha -configuration, respectively. A 5'-O-phosphoramidite of the beta -LNA monomer is synthesised. Large destabilisations of duplexes with both complementary DNA and RNA are observed for oligodeoxynucleotides containing the alpha -LNA monomer, whereas a duplex with complementary RNA of an alpha -oligodeoxynucleotide containing the beta -LNA monomer is not destabilised. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00298-0
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 1-(2’-O,4-C-甲桥-beta-D-呋喃核糖基)胸腺嘧啶 在 吡啶 作用下， 以91%的产率得到1-[(1R,3R,4R,7S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-7-hydroxy-2,5-dioxa-bicyclo[2.2.1]hept-3-yl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Incorporation of α- and β-LNA (Locked nucleic acid) monomers in oligodeoxynucleotides with polarity reversals

  摘要：

  The thymidine monomers of LNA with both alpha- and beta -configuration are incorporated with polarity reversals (i.e., with 3'-3' and 5'-5' junctions) in oligodeoxynucleotides with beta- and alpha -configuration, respectively. A 5'-O-phosphoramidite of the beta -LNA monomer is synthesised. Large destabilisations of duplexes with both complementary DNA and RNA are observed for oligodeoxynucleotides containing the alpha -LNA monomer, whereas a duplex with complementary RNA of an alpha -oligodeoxynucleotide containing the beta -LNA monomer is not destabilised. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00298-0