(S)-3-Hydroxy-butyric acid (R)-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-but-3-enyl ester | 913563-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-3-Hydroxy-butyric acid (R)-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-but-3-enyl ester
• CAS: 913563-34-5
• 化学式: C₁₅H₂₁NO₃S
• 分子量: 295.403
• InChiKey: VQTGISDCQIBZFS-IIBQXWJOSA-N

物化性质

• 沸点：
  432.0±45.0 °C(predicted)
• 密度：
  1.144±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  59.42
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-3-Hydroxy-butyric acid (R)-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-but-3-enyl ester 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 重铬酸吡啶 、 2,4,6-三氯苯甲酰氯 、 四丁基氟化铵 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 76.0h， 生成 (4S,7E,10S,13E,16R)-4,10-dimethyl-16-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,9,12-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 4-二甲氨基吡啶 、 四丁基氟化铵 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 (S)-3-Hydroxy-butyric acid (R)-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-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