(1S,3S,4S,7R)-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-5-trifluoroacetyl-5-aza-2-oxabicyclo[2.2.1]heptane | 1160728-79-9

• 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: (1S,3S,4S,7R)-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-5-trifluoroacetyl-5-aza-2-oxabicyclo[2.2.1]heptane
• 英文别名: 3-[[(1S,3S,4S,7R)-1-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-(5-methyl-2,4-dioxopyrimidin-1-yl)-5-(2,2,2-trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptan-7-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• CAS: 1160728-79-9
• 化学式: C₄₃H₄₉F₃N₅O₉P
• 分子量: 867.859
• InChiKey: POCKDNPPNUXNIJ-RVVMTJLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.57
• 重原子数：
  61.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  157.58
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (1S,3S,4S,7R)-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-5-trifluoroacetyl-5-aza-2-oxabicyclo[2.2.1]heptane 在 四氮唑 、 三氯乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 生成 5'-(2'-amino-β-L-LNA)10
  参考文献：
  名称：

  Parallel RNA-strand recognition by 2′-amino-β-l-LNA

  摘要：

  A short synthetic route to the first beta-L-ribo configured locked nucleic acid (LNA), that is, 2'-amino-beta-L-LNA thymine phosphoramidite 6, has been developed from bicyclic nucleoside 1. Incorporation of 2'-amino-beta-L-LNA thymine monomers into alpha-DNA strands results in probes forming stable duplexes with complementary RNA in parallel orientation. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.079
• 作为产物：
  描述：

  (1S,3S,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-5-trifluoroacetyl-5-aza-2-oxabicyclo[2.2.1]heptane 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以56%的产率得到(1S,3S,4S,7R)-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-5-trifluoroacetyl-5-aza-2-oxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Parallel RNA-strand recognition by 2′-amino-β-l-LNA

  摘要：

  A short synthetic route to the first beta-L-ribo configured locked nucleic acid (LNA), that is, 2'-amino-beta-L-LNA thymine phosphoramidite 6, has been developed from bicyclic nucleoside 1. Incorporation of 2'-amino-beta-L-LNA thymine monomers into alpha-DNA strands results in probes forming stable duplexes with complementary RNA in parallel orientation. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.079