Acetic acid (S)-3-(3-bromo-4-hydroxy-5-methyl-phenyl)-5,6-dihydroxy-6-methyl-heptyl ester | 603095-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Acetic acid (S)-3-(3-bromo-4-hydroxy-5-methyl-phenyl)-5,6-dihydroxy-6-methyl-heptyl ester
• 英文别名: [(3S)-3-(3-bromo-4-hydroxy-5-methylphenyl)-5,6-dihydroxy-6-methylheptyl] acetate
• CAS: 603095-33-6
• 化学式: C₁₇H₂₅BrO₅
• 分子量: 389.286
• InChiKey: NRIHCHSTXAOPAQ-SFVWDYPZSA-N

物化性质

• 沸点：
  520.7±50.0 °C(Predicted)
• 密度：
  1.366±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-3-(3-bromo-4-hydroxy-5-methyl-phenyl)-5,6-dihydroxy-6-methyl-heptyl ester 在 吡啶 、 四丁基高氯酸铵 作用下， 生成 Methanesulfonic acid 2-[(S)-6-methoxymethoxy-2-(1-methoxymethoxy-1-methyl-ethyl)-7-methyl-chroman-4-yl]-ethyl ester
  参考文献：
  名称：

  Enantioselective synthesis of heliannuol E; structural consideration of natural molecule

  摘要：

  Heliannuol E 1, isolated from Helianthus annuus L. cv. SH-222, was successfully synthesized in both optically active forms. by novel ring-expansion reaction of the corresponding spirodienone derivatives 8 and 17, which were produced from 7 and 16 under anodic oxidation conditions. The absolute structure of the natural product was determined to have R-configuration at the benzylic position. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01094-3
• 作为产物：
  描述：

  (R)-3-(4-Benzyloxy-3-methyl-phenyl)-5-(tert-butyl-diphenyl-silanyloxy)-pentanal 在 palladium on activated charcoal 吡啶 、 甲醇 、 sodium tetrahydroborate 、 正丁基锂 、 pyridine-SO3 complex 、 AD-mix-β 、 四丁基氟化铵 、 氢气 、 potassium carbonate 、 二甲基亚砜 、 pyridinium hydrobromide perbromide 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 Acetic acid (S)-3-(3-bromo-4-hydroxy-5-methyl-phenyl)-5,6-dihydroxy-6-methyl-heptyl ester
  参考文献：
  名称：

  Enantioselective synthesis of heliannuol E; structural consideration of natural molecule

  摘要：

  Heliannuol E 1, isolated from Helianthus annuus L. cv. SH-222, was successfully synthesized in both optically active forms. by novel ring-expansion reaction of the corresponding spirodienone derivatives 8 and 17, which were produced from 7 and 16 under anodic oxidation conditions. The absolute structure of the natural product was determined to have R-configuration at the benzylic position. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01094-3