1-(2-O-acetyl-β-D-arabinofuranosyl)-N⁴-isobuturylcytosine | 169886-76-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 1-(2-O-acetyl-β-D-arabinofuranosyl)-N⁴-isobuturylcytosine
• 英文别名: [(2R,3S,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-[4-(2-methylpropanoylamino)-2-oxopyrimidin-1-yl]oxolan-3-yl] acetate
• CAS: 169886-76-4
• 化学式: C₁₅H₂₁N₃O₇
• 分子量: 355.348
• InChiKey: MFUSDAAEDCNIOO-SGESHTKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.98
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  139.98
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-(2-O-acetyl-β-D-arabinofuranosyl)-N⁴-isobuturylcytosine 在 咪唑 、 三乙胺 、 三氯化磷 作用下， 生成 1-(2-O-acetyl-5-O-monomethoxytrityl-β-D-arabinofuranosyl)-N⁴-isobuturylcytosine 3'-O-hydrogenphosphonate
  参考文献：
  名称：

  Building Blocks for Synthesis of Oligoarabinonucleotides: Preparation of Arabinonucleoside H-Phosphonates from Protected Ribonucleosides

  摘要：

  A straightforward and inexpensive synthesis of arabinonucleoside H-phosphonates has been developed. Arabinonucleosides were synthesised from protected ribonucleosides via 2'-keto derivatives. Reaction conditions have been optimised for compounds bearing labile N-protections. Further protecting group manipulation and phosphonylation gave the required H-phosphonate monomers.

  DOI：

  10.1080/15257779508010720
• 作为产物：
  描述：

  N⁴-isobutyryl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-cytidine 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 乙酸酐 、 二甲基亚砜 、 triethylamine tris(hydrogen fluoride) 作用下， 以 吡啶 、 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 1-(2-O-acetyl-β-D-arabinofuranosyl)-N⁴-isobuturylcytosine
  参考文献：
  名称：

  Building Blocks for Synthesis of Oligoarabinonucleotides: Preparation of Arabinonucleoside H-Phosphonates from Protected Ribonucleosides

  摘要：

  A straightforward and inexpensive synthesis of arabinonucleoside H-phosphonates has been developed. Arabinonucleosides were synthesised from protected ribonucleosides via 2'-keto derivatives. Reaction conditions have been optimised for compounds bearing labile N-protections. Further protecting group manipulation and phosphonylation gave the required H-phosphonate monomers.

  DOI：

  10.1080/15257779508010720