(S)-3-(4-Benzyloxy-3-methyl-phenyl)-pentanedioic acid monomethyl ester | 603095-20-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (S)-3-(4-Benzyloxy-3-methyl-phenyl)-pentanedioic acid monomethyl ester
• CAS: 603095-20-1
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: CBRVQAATGRLYHD-KRWDZBQOSA-N

物化性质

• 沸点：
  509.4±50.0 °C(predicted)
• 密度：
  1.188±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-3-(4-Benzyloxy-3-methyl-phenyl)-pentanedioic acid monomethyl ester 在 palladium on activated charcoal 吡啶 、 AD-mix-α 、 锂硼氢 、 正丁基锂 、 camphor-10-sulfonic acid 、 四丁基高氯酸铵 、 氢气 、 二异丁基氢化铝 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 pyridinium hydrobromide perbromide 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 苯 为溶剂， 反应 5.0h， 生成 Methanesulfonic acid 2-[(R)-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：

  3-(4-Benzyloxy-3-methyl-phenyl)-pentanedioic acid dimethyl ester 在 PLE 作用下， 以 二甲基亚砜 为溶剂， 生成 (R)-3-(4-Benzyloxy-3-methyl-phenyl)-pentanedioic acid monomethyl ester 、 (S)-3-(4-Benzyloxy-3-methyl-phenyl)-pentanedioic acid monomethyl 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