Ethanethioic acid,S-[6-[2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl]hexyl] ester | 500005-25-4

• 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: Ethanethioic acid,S-[6-[2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl]hexyl] ester
• 英文别名: thioacetic acid S-(6-{2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl}hexyl) ester
• CAS: 500005-25-4
• 化学式: C₁₈H₃₁N₅O₂SSi
• 分子量: 409.628
• InChiKey: AJXGRSUTXSXGBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  27.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  95.92
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Ethanethioic acid,S-[6-[2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl]hexyl] ester 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 19.0h， 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
• 作为产物：
  描述：

  2-氨基-6-氯嘌呤 在 sodium 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 Ethanethioic acid,S-[6-[2-amino-6-[2-(trimethylsilyl)ethoxy]-9H-purin-9-yl]hexyl] ester
  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

文献信息

• ——
  作者：Fang-Ping Sun、Tamis Darbre

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

  日期：2002.9

  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).