3-((2S,5S)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-3H-benzo[b]pyrimido[4,5-e][1,4]thiazin-2(10H)-one | 1119274-52-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-((2S,5S)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-3H-benzo[b]pyrimido[4,5-e][1,4]thiazin-2(10H)-one
• CAS: 1119274-52-0
• 化学式: C₂₁H₂₉N₃O₃SSi
• 分子量: 431.631
• InChiKey: SQWNNAKRMFCXDA-KSSFIOAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  65.38
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-((2S,5S)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-3H-benzo[b]pyrimido[4,5-e][1,4]thiazin-2(10H)-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以99%的产率得到α-tCdd
  参考文献：
  名称：

  Synthesis of a fluorescent 2′3′-dideoxycytosine analog, tCdd

  摘要：

  The pathway leading to the preparation of a novel tricyclic 2'3'-dideoxycytosine analog, tCdd (1) is reported. A protected 2'3'-dideoxyribose prepared from L-glutamic acid was coupled to a silylated fluorescent base to yield a mixture of the alpha- and beta-anomers of the 2'3'-dideoxyribonucleoside of 1,3-diaza- 2-oxophenothiazine, tCdd (1). The fluorescent base analog retains a high fluorescence emission over a large pH range and should be useful in a variety of probe applications. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.015
• 作为产物：
  描述：

  trimethyl(10H-pyrimido[5,4-b][1,4]benzothiazin-2-yloxy)silane 、 (2RS,5S)-5-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>tetrahydrofuran-2-ol 在 二氯乙基铝 作用下， 以 甲苯 为溶剂， 以7.9%的产率得到3-((2R,5S)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-3H-benzo[b]pyrimido[4,5-e][1,4]thiazin-2(10H)-one
  参考文献：
  名称：

  Synthesis of a fluorescent 2′3′-dideoxycytosine analog, tCdd

  摘要：

  The pathway leading to the preparation of a novel tricyclic 2'3'-dideoxycytosine analog, tCdd (1) is reported. A protected 2'3'-dideoxyribose prepared from L-glutamic acid was coupled to a silylated fluorescent base to yield a mixture of the alpha- and beta-anomers of the 2'3'-dideoxyribonucleoside of 1,3-diaza- 2-oxophenothiazine, tCdd (1). The fluorescent base analog retains a high fluorescence emission over a large pH range and should be useful in a variety of probe applications. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.015