[(3R,4R,6S)-6-((E)-2,4-Diethyl-oct-1-enyl)-4,6-diethyl-[1,2]dioxan-3-yl]-acetic acid methyl ester | 609371-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: [(3R,4R,6S)-6-((E)-2,4-Diethyl-oct-1-enyl)-4,6-diethyl-[1,2]dioxan-3-yl]-acetic acid methyl ester
• 英文别名: methyl 2-[(3R,4R,6S)-6-[(E)-2,4-diethyloct-1-enyl]-4,6-diethyldioxan-3-yl]acetate
• CAS: 609371-47-3
• 化学式: C₂₃H₄₂O₄
• 分子量: 382.584
• InChiKey: MQOXHEXIFJRZSO-NFIJNQFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  27
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(3R,4R,6S)-6-((E)-2,4-Diethyl-oct-1-enyl)-4,6-diethyl-[1,2]dioxan-3-yl]-acetic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 (E)-(3R,4R,6S)-4,6,8,10-Tetraethyl-3,6-dihydroxy-tetradec-7-enoic acid methyl ester
  参考文献：
  名称：

  冲绳海洋海绵Plakortis sp。生产的新型聚酮过氧化物。

  摘要：

  从冲绳海绵Prakortis sp。分离出的新的聚酮化合物过氧化物2-4已通过光谱和化学方法进行了充分表征。绝对立体化学已经通过无环衍生物的MTPA酯的分析来确定。化合物2对人表皮样癌KB和鼠淋巴瘤L1210细胞具有细胞毒性。

  DOI：

  10.1016/s0040-4020(97)10414-8
• 作为产物：
  描述：

  [(3R,4R,6S)-6-((E)-2,4-Diethyl-oct-1-enyl)-4,6-diethyl-[1,2]dioxan-3-yl]-acetic acid 、 三甲基硅烷化重氮甲烷 以1.1 mg的产率得到[(3R,4R,6S)-6-((E)-2,4-Diethyl-oct-1-enyl)-4,6-diethyl-[1,2]dioxan-3-yl]-acetic acid methyl ester
  参考文献：
  名称：

  A New α,β,γ,δ-Unsaturated carboxylic acid and three new cyclic peroxides from the marine sponge, Monotria japonica, which selectively lyse starfish oocytes without affecting nuclear morphology

  摘要：

  The marine sponge Monotria japonica contains cytolytic constituents, which have been fractionated to a new alpha,beta,gamma,delta-unsaturated carboxylic acid designated monotriajaponide A (1) and three new cyclic peroxides designated monotriajaponides B (2), C (3), and D (4), in addition to a known peroxide (5) and a known alpha,beta-unsaturated ester (6). The structures were determined on the basis of spectroscopic data. Compounds 1-5 lysed immature starfish (Asterina pectinifera) oocytes without affecting nuclear morphology at the minimum effective concentrations of 50, 6.3, 6.3, 6.3, and 13 mug/mL, respectively. On the other hand, compound 6, at the minimum effective concentration of 25 mug/mL, lysed both oocyte's plasma membrane and the nuclear envelope. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00030-0