Acetic acid (S)-1-[(3aR,4R,6S,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-ethyl ester | 915214-94-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (S)-1-[(3aR,4R,6S,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-ethyl ester
• CAS: 915214-94-7
• 化学式: C₁₈H₃₄O₅Si
• 分子量: 358.55
• InChiKey: GEVSZENAIQNCNY-HSZNGYFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-1-[(3aR,4R,6S,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-ethyl ester 在 偶氮二甲酸二异丙酯 、 四丁基氟化铵 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  5‘-Methylaristeromycin and Related Derivatives

  摘要：

  The biological versatility of aristeromycin (carbocyclic adenosine) is limited by accompanying cytotoxicity caused ostensibly by the intracellular formation of its 5'-nucleotide derivatives. Aristeromycin derivatives that offered steric interference to this transformation at the C-5' center were sought. This paper describes the facile stereospecific synthesis, where necessary, of such C-5'-methylated aristeromycin derivatives.

  DOI：

  10.1021/jo0612170
• 作为产物：
  描述：

  (3aR,6R,6aR)-6-Isopropenyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one 在 吡啶 、 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 sodium periodate 、 四氧化锇 、 cerium(III) chloride 、 N,N-diethylaniline borane 、 (R)-perhydropyrrolo[1,2-c][1,3,2]oxazaborole-based compound 作用下， 以 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 15.5h， 生成 Acetic acid (S)-1-[(3aR,4R,6S,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-ethyl ester
  参考文献：
  名称：

  5‘-Methylaristeromycin and Related Derivatives

  摘要：

  The biological versatility of aristeromycin (carbocyclic adenosine) is limited by accompanying cytotoxicity caused ostensibly by the intracellular formation of its 5'-nucleotide derivatives. Aristeromycin derivatives that offered steric interference to this transformation at the C-5' center were sought. This paper describes the facile stereospecific synthesis, where necessary, of such C-5'-methylated aristeromycin derivatives.

  DOI：

  10.1021/jo0612170