1-benzyloxy-6-tert-butyldiphenylsilyloxy-2-methanesulfonyloxyhex-3-yne | 1275592-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzyloxy-6-tert-butyldiphenylsilyloxy-2-methanesulfonyloxyhex-3-yne
• 英文别名: [6-[Tert-butyl(diphenyl)silyl]oxy-1-phenylmethoxyhex-3-yn-2-yl] methanesulfonate
• CAS: 1275592-78-3
• 化学式: C₃₀H₃₆O₅SSi
• 分子量: 536.764
• InChiKey: ZRZFQZRQZRBNEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苄氧基乙醛 、 (3-丁炔-1-基氧基)(2-甲基-2-丙基)二苯基硅烷 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 23.5h， 生成 1-benzyloxy-6-tert-butyldiphenylsilyloxy-2-methanesulfonyloxyhex-3-yne
  参考文献：
  名称：

  Total Syntheses of (−)- and (+)-Goniomitine

  摘要：

  The Stille coupling reaction of 3-(benzyloxymethyl)-1-(tert-butyldiphenylsiloxy)ethyl-1-(tributylstannyl)allene with N-(tert-butoxycarbonyl)-2-iodoaniline directly produced the corresponding 2-vinylindole derivative, which was Independently transformed into natural (-)-goniomitine and unnatural (+)-goniomitine via the cross-metathesis with chiral oxazolopiperidone lactams. The antiproliferative activity of the synthesized natural (-)-goniomitine in Mock and MDCK/MDR1 cells showed them to be more potent to retard cell growth than unnatural (+)-goniomitine.

  DOI：

  10.1021/ol200320z

文献信息

• Total Syntheses of (−)- and (+)-Goniomitine
  作者：Masaya Mizutani、Fuyuhiko Inagaki、Takeo Nakanishi、Chihiro Yanagihara、Ikumi Tamai、Chisato Mukai

  DOI：10.1021/ol200320z

  日期：2011.4.1

  The Stille coupling reaction of 3-(benzyloxymethyl)-1-(tert-butyldiphenylsiloxy)ethyl-1-(tributylstannyl)allene with N-(tert-butoxycarbonyl)-2-iodoaniline directly produced the corresponding 2-vinylindole derivative, which was Independently transformed into natural (-)-goniomitine and unnatural (+)-goniomitine via the cross-metathesis with chiral oxazolopiperidone lactams. The antiproliferative activity of the synthesized natural (-)-goniomitine in Mock and MDCK/MDR1 cells showed them to be more potent to retard cell growth than unnatural (+)-goniomitine.