3',5'-O-acetyl-2'-deoxy-5-azacytidine | 22432-93-5

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 3',5'-O-acetyl-2'-deoxy-5-azacytidine
• 英文别名: 1-(3,5-di-O-acetyl-2-deoxy-D-ribofuranosyl)-5-azacytosine；[(2R,3S)-3-acetyloxy-5-(4-amino-2-oxo-1,3,5-triazin-1-yl)oxolan-2-yl]methyl acetate
• CAS: 22432-93-5
• 化学式: C₁₂H₁₆N₄O₆
• 分子量: 312.282
• InChiKey: GZJUWGDKJKLXMT-QIIDTADFSA-N

物化性质

• 沸点：
  451.3±55.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  133
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3',5'-O-acetyl-2'-deoxy-5-azacytidine 在 吡啶 、 ammonium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-5-aza-(2-octylthioethyl)cytidine
  参考文献：
  名称：

  Synthesis and properties of cross-linkable DNA duplex using 4-amino-2-oxo-6-vinyl-1,3,5-triazine

  摘要：

  We synthesized the DNA oligonucleotide containing a new cross-linkable 4-amino-2-oxo-6-vinyltriazine (AOVT) nucleobase analogue (Et-AOVT) and evaluated these properties. Our results of the cross-link assay and thermal denaturing assay of duplexes containing AOVT demonstrated that the additional aza of AOVT has an impact on the duplex stability and crosslink properties. Our data suggests that the additional 5-aza of AOVT is involved in the hydrogen bonding with the complementary guanine, and this hydrogen bonding system successfully flipped the reactive vinyl group out to the major groove of the duplex demonstrating a new paradigm of a "cross-linkable duplex". (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2017.01.043
• 作为产物：
  描述：

  1,3,5-tri-O-acetyl-2-deoxyribose 、 N-(三甲基硅基)-4-(三甲基硅氧基)-1,3,5-三嗪-2-胺 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以1.75 g的产率得到3',5'-O-acetyl-2'-deoxy-5-azacytidine
  参考文献：
  名称：

  Synthesis and properties of cross-linkable DNA duplex using 4-amino-2-oxo-6-vinyl-1,3,5-triazine

  摘要：

  We synthesized the DNA oligonucleotide containing a new cross-linkable 4-amino-2-oxo-6-vinyltriazine (AOVT) nucleobase analogue (Et-AOVT) and evaluated these properties. Our results of the cross-link assay and thermal denaturing assay of duplexes containing AOVT demonstrated that the additional aza of AOVT has an impact on the duplex stability and crosslink properties. Our data suggests that the additional 5-aza of AOVT is involved in the hydrogen bonding with the complementary guanine, and this hydrogen bonding system successfully flipped the reactive vinyl group out to the major groove of the duplex demonstrating a new paradigm of a "cross-linkable duplex". (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2017.01.043

文献信息

• PREPARATION OF DECITABINE
  申请人：Kolla Naveen Kumar

  公开号：US20120046457A1

  公开（公告）日：2012-02-23

  The present application relates to processes for the preparation and purification of decitabine structurally represented by formula (I): and to processes for the preparation of a crystalline form of decitabine.

  本申请涉及制备和纯化结构式(I)所代表的脱氧阿糖胞苷的过程，以及制备脱氧阿糖胞苷的晶体形式的过程。
• [EN] PREPARATION OF DECITABINE<br/>[FR] PRÉPARATION DE DÉCITABINE
  申请人：REDDYS LAB LTD DR

  公开号：WO2010129211A3

  公开（公告）日：2011-02-24