(3Z)-(4'S)-6-(2',2',5',5'-tetramethyl-<1',3'>dioxolan-4'-yl)-4-trimethylsilanylmethyl-hex-3-en-1-ol | 172958-87-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3Z)-(4'S)-6-(2',2',5',5'-tetramethyl-<1',3'>dioxolan-4'-yl)-4-trimethylsilanylmethyl-hex-3-en-1-ol
• 英文别名: (Z)-6-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-4-(trimethylsilylmethyl)hex-3-en-1-ol
• CAS: 172958-87-1
• 化学式: C₁₇H₃₄O₃Si
• 分子量: 314.541
• InChiKey: PFPDLQOXLXTYLZ-MZLJFPOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3Z)-(4'S)-6-(2',2',5',5'-tetramethyl-<1',3'>dioxolan-4'-yl)-4-trimethylsilanylmethyl-hex-3-en-1-ol 在 吡啶 、 4-二甲氨基吡啶 、 四丙基高钌酸铵 、 phenoxy-thiocarbonyl chloride 、 偶氮二异丁腈 、 4 A molecular sieve 、 三氟化硼乙醚 、 三正丁基氢锡 、 sodium methylate 、 sodium carbonate 、 甲基磺酰氯 、 N-甲基吗啉氧化物 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 17.5h， 生成 (1'R)-(2',2'-dimethyl-6'-methylene-cyclohexyl)-acetaldehyde
  参考文献：
  名称：

  Saponaceolides: Differential cytotoxicity and enantioselective synthesis of the right-hand lactone moiety

  摘要：

  The enantioselective synthesis of the right-hand lactone moiety 5 of saponaceolide B, 2, is described. The mean graph profiles of 5 do not match the characteristic patterns of differential cytotoxicity of saponaceolides A, 1, and B, 2, in the NCI human disease-oriented tumor screening panel, pointing out the need of the entire saponaceolide structure for maintaining the specificity and potency of the antitumor activity. En route to 5 several useful chiral building blocks, such as compounds 6, 10, 19, 27, and 28 were prepared.

  DOI：

  10.1016/0957-4166(95)00371-1
• 作为产物：
  描述：

  5-溴-2-甲基-2-戊烯 在 AD-mix-α 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 甲基磺酰胺 、 叔丁基锂 、 4-甲基苯磺酸吡啶 、 potassium iodide 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 64.33h， 生成 (3Z)-(4'S)-6-(2',2',5',5'-tetramethyl-<1',3'>dioxolan-4'-yl)-4-trimethylsilanylmethyl-hex-3-en-1-ol
  参考文献：
  名称：

  Saponaceolides: Differential cytotoxicity and enantioselective synthesis of the right-hand lactone moiety

  摘要：

  The enantioselective synthesis of the right-hand lactone moiety 5 of saponaceolide B, 2, is described. The mean graph profiles of 5 do not match the characteristic patterns of differential cytotoxicity of saponaceolides A, 1, and B, 2, in the NCI human disease-oriented tumor screening panel, pointing out the need of the entire saponaceolide structure for maintaining the specificity and potency of the antitumor activity. En route to 5 several useful chiral building blocks, such as compounds 6, 10, 19, 27, and 28 were prepared.

  DOI：

  10.1016/0957-4166(95)00371-1

文献信息

• Saponaceolides: Differential cytotoxicity and enantioselective synthesis of the right-hand lactone moiety
  作者：Giovanni Vidari、Gianluigi Lanfranchi、Patrizia Sartori、Stefano Serra

  DOI：10.1016/0957-4166(95)00371-1

  日期：1995.12

  The enantioselective synthesis of the right-hand lactone moiety 5 of saponaceolide B, 2, is described. The mean graph profiles of 5 do not match the characteristic patterns of differential cytotoxicity of saponaceolides A, 1, and B, 2, in the NCI human disease-oriented tumor screening panel, pointing out the need of the entire saponaceolide structure for maintaining the specificity and potency of the antitumor activity. En route to 5 several useful chiral building blocks, such as compounds 6, 10, 19, 27, and 28 were prepared.