(7E,13E)-(4S,10R,15R,16S)-15-(2-Methoxy-ethoxymethoxy)-4,16-dimethyl-10-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-1,5,11-trioxa-cyclohexadeca-7,13-diene-2,6,12-trione | 913563-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (7E,13E)-(4S,10R,15R,16S)-15-(2-Methoxy-ethoxymethoxy)-4,16-dimethyl-10-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-1,5,11-trioxa-cyclohexadeca-7,13-diene-2,6,12-trione
• CAS: 913563-49-2
• 化学式: C₂₆H₃₅NO₉S
• 分子量: 537.631
• InChiKey: ZDZMSJYVODKFLX-PMDKDGNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  119.48
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (7E,13E)-(4S,10R,15R,16S)-15-(2-Methoxy-ethoxymethoxy)-4,16-dimethyl-10-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-1,5,11-trioxa-cyclohexadeca-7,13-diene-2,6,12-trione 在 重铬酸吡啶 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成 (4S,7E,10R,13E,16S)-4,16-dimethyl-10-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12,15-tetrone
  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：

  (1E)(3R)-2-methyl-1-[2-methyl(1,3-thiazol-4-yl)]hexa-1,5-dien-3-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 4-二甲氨基吡啶 、 2,4,6-三氯苯甲酰氯 、 四丁基氟化铵 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 65.0h， 生成 (7E,13E)-(4S,10R,15R,16S)-15-(2-Methoxy-ethoxymethoxy)-4,16-dimethyl-10-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-1,5,11-trioxa-cyclohexadeca-7,13-diene-2,6,12-trione
  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