methyl 3-[(6-{2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl}hexyl)thio]-2-(iodomethyl)-2-methylpropanoate | 500005-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: methyl 3-[(6-{2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl}hexyl)thio]-2-(iodomethyl)-2-methylpropanoate
• CAS: 500005-27-6
• 化学式: C₂₂H₃₆IN₅O₄SSi
• 分子量: 621.615
• InChiKey: ARVWHBKEECAUOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  34.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  122.22
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  methyl 3-[(6-{2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl}hexyl)thio]-2-(iodomethyl)-2-methylpropanoate 在 甲酸 作用下， 反应 0.08h， 以97%的产率得到methyl 3-([6-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)hexyl]thio)-2-(iodomethyl)-2-methylpropanoate
  参考文献：
  名称：

  摘要：

  The vitamin-B-12 derivative 11, incorporating a peripheral N-4-acetylcytosine moiety, was alkylated under, guanine reductive conditions with 2-(iodomethyl)-2-methylmonothiomalonate 8 bearing the complementary moiety. The reaction yielded a mixture of vitamin-B-12-derived complexes with variations in the cytosine moiety: products 16-18 with a cytosine, a N-4-acetylated cytosine and a N-4-acetylated reduced cytosine moiety were formed (see Scheme 5). The complexes were photolyzed in CHCl3/MeCN to yield the dimethylmalonate derivative 22 (Scheme 6) but not the rearranged succinate, in contrast to the results obtained earlier with complexes incorporating the A(.)T base pair (see Scheme 1).

  DOI：

  10.1002/1522-2675(200209)85:9<3002::aid-hlca3002>3.0.co;2-b
• 作为产物：
  描述：

  3-甲基-2-甲基丙二酸-1-叔丁基酯 在 氯化亚砜 、 sodium hydride 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 7.5h， 生成 methyl 3-[(6-{2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl}hexyl)thio]-2-(iodomethyl)-2-methylpropanoate
  参考文献：
  名称：

  摘要：

  The vitamin-B-12 derivative 11, incorporating a peripheral N-4-acetylcytosine moiety, was alkylated under, guanine reductive conditions with 2-(iodomethyl)-2-methylmonothiomalonate 8 bearing the complementary moiety. The reaction yielded a mixture of vitamin-B-12-derived complexes with variations in the cytosine moiety: products 16-18 with a cytosine, a N-4-acetylated cytosine and a N-4-acetylated reduced cytosine moiety were formed (see Scheme 5). The complexes were photolyzed in CHCl3/MeCN to yield the dimethylmalonate derivative 22 (Scheme 6) but not the rearranged succinate, in contrast to the results obtained earlier with complexes incorporating the A(.)T base pair (see Scheme 1).

  DOI：

  10.1002/1522-2675(200209)85:9<3002::aid-hlca3002>3.0.co;2-b