(E)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-hex-2-enoic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-but-3-enyl ester | 913563-42-5

• 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: (E)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-hex-2-enoic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-but-3-enyl ester
• 英文别名: [(2S,3R)-3-[(4-methoxyphenyl)methoxy]pent-4-en-2-yl] (E,5S)-5-[tert-butyl(dimethyl)silyl]oxyhex-2-enoate
• CAS: 913563-42-5
• 化学式: C₂₅H₄₀O₅Si
• 分子量: 448.675
• InChiKey: QQGVKNFMTALODK-DMFNCOCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-hex-2-enoic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-but-3-enyl ester 在 4-二甲氨基吡啶 、 水 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 91.0h， 生成 (E)-(S)-5-[(E)-(S)-3-Acryloyloxy-4-methyl-5-(2-methyl-thiazol-4-yl)-pent-4-enoyloxy]-hex-2-enoic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-but-3-enyl ester
  参考文献：
  名称：

  Synthesis of Macrosphelides with a Thiazole Side Chain:  New Antitumor Candidates Having Apoptosis-Inducing Property

  摘要：

  Hybrid compounds of macrosphelides and epothilones, both of which are natural macrolides having a 16-membered skeleton, were designed and synthesized using a ring-closing metathesis (RCM) strategy. Some of these hybrids were found to exhibit notable apoptosis-inducing activity against human lymphoma cells with higher potency than parent natural macrosphelides, and to be a promising lead compound for development of a new antitumor agent.

  DOI：

  10.1021/ol061922v
• 作为产物：
  描述：

  (2E,5S)-5-t-butyldimethylsiloxy-2-hexenoic acid 、 (3R,4S)-4-hydroxy-3-(4-methoxybenzyloxy)-1-pentene 在 2-甲基-6-硝基苯甲酸酐 、 三乙胺 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以68%的产率得到(E)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-hex-2-enoic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-but-3-enyl ester
  参考文献：
  名称：

  Synthesis of Macrosphelides with a Thiazole Side Chain:  New Antitumor Candidates Having Apoptosis-Inducing Property

  摘要：

  Hybrid compounds of macrosphelides and epothilones, both of which are natural macrolides having a 16-membered skeleton, were designed and synthesized using a ring-closing metathesis (RCM) strategy. Some of these hybrids were found to exhibit notable apoptosis-inducing activity against human lymphoma cells with higher potency than parent natural macrosphelides, and to be a promising lead compound for development of a new antitumor agent.

  DOI：

  10.1021/ol061922v

文献信息

• Synthesis of Macrosphelides with a Thiazole Side Chain:  New Antitumor Candidates Having Apoptosis-Inducing Property
  作者：Yuji Matsuya、Takanori Kawaguchi、Kentaro Ishihara、Kanwal Ahmed、Qing-Li Zhao、Takashi Kondo、Hideo Nemoto

  DOI：10.1021/ol061922v

  日期：2006.9.1

  Hybrid compounds of macrosphelides and epothilones, both of which are natural macrolides having a 16-membered skeleton, were designed and synthesized using a ring-closing metathesis (RCM) strategy. Some of these hybrids were found to exhibit notable apoptosis-inducing activity against human lymphoma cells with higher potency than parent natural macrosphelides, and to be a promising lead compound for development of a new antitumor agent.