5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-deoxyadenosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane) | 912262-51-2

• 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: 5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-deoxyadenosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)
• 英文别名: N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[(2-selanylidene-3-oxa-1-thia-2lambda5-phosphaspiro[4.5]decan-2-yl)oxy]oxolan-2-yl]purin-6-yl]benzamide；N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[(2-selanylidene-3-oxa-1-thia-2λ5-phosphaspiro[4.5]decan-2-yl)oxy]oxolan-2-yl]purin-6-yl]benzamide
• CAS: 912262-51-2
• 化学式: C₄₅H₄₆N₅O₇PSSe
• 分子量: 910.889
• InChiKey: RQABBQGJIYGLGR-CNGLVTPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.09
• 重原子数：
  60
• 可旋转键数：
  13
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-deoxyadenosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane) 、 3'-O-acetylthymidine 在 吡啶 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 2.0h， 生成 、
  参考文献：
  名称：

  Oxathiaphospholane Approach to the Synthesis of Oligodeoxyribonucleotides Containing Stereodefined Internucleotide Phosphoroselenoate Function

  摘要：

  5'-O-DMT-deoxyribonucleoside-3'-O-(2-selena-4,4-pentamethylene-1,3,2-oxathiaphospholane) monomers, derivatives of dA, dC, dG, and T, can be resolved into pure P-diastereomers by silica gel column chromatography. They have been used for DBU-promoted, either solution- or solid-phase synthesis of P-stereodefined phosphoroselenoate analogues of oligodeoxyribonucleotides. Fast- and slow-eluting monomers are precursors of phosphoroselenoate internucleotide linkage of R-p and S-p absolute configuration, respectively.

  DOI：

  10.1021/ol051302e
• 作为产物：
  描述：

  N6-苯甲酰基-5'-O-(4,4'-二甲氧基三苯基)-2'-脱氧腺苷 在 selenium 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 12.25h， 生成 5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-deoxyadenosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)
  参考文献：
  名称：

  Oxathiaphospholane Approach to the Synthesis of Oligodeoxyribonucleotides Containing Stereodefined Internucleotide Phosphoroselenoate Function

  摘要：

  5'-O-DMT-deoxyribonucleoside-3'-O-(2-selena-4,4-pentamethylene-1,3,2-oxathiaphospholane) monomers, derivatives of dA, dC, dG, and T, can be resolved into pure P-diastereomers by silica gel column chromatography. They have been used for DBU-promoted, either solution- or solid-phase synthesis of P-stereodefined phosphoroselenoate analogues of oligodeoxyribonucleotides. Fast- and slow-eluting monomers are precursors of phosphoroselenoate internucleotide linkage of R-p and S-p absolute configuration, respectively.

  DOI：

  10.1021/ol051302e

文献信息

• Oxathiaphospholane Approach to the Synthesis of Oligodeoxyribonucleotides Containing Stereodefined Internucleotide Phosphoroselenoate Function
  作者：Piotr Guga、Anna Maciaszek、Wojciech J. Stec

  DOI：10.1021/ol051302e

  日期：2005.9.1

  5'-O-DMT-deoxyribonucleoside-3'-O-(2-selena-4,4-pentamethylene-1,3,2-oxathiaphospholane) monomers, derivatives of dA, dC, dG, and T, can be resolved into pure P-diastereomers by silica gel column chromatography. They have been used for DBU-promoted, either solution- or solid-phase synthesis of P-stereodefined phosphoroselenoate analogues of oligodeoxyribonucleotides. Fast- and slow-eluting monomers are precursors of phosphoroselenoate internucleotide linkage of R-p and S-p absolute configuration, respectively.