2-[(R)-6-Methoxymethoxy-2-(1-methoxymethoxy-1-methyl-ethyl)-7-methyl-chroman-4-yl]-ethanol | 603095-27-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-[(R)-6-Methoxymethoxy-2-(1-methoxymethoxy-1-methyl-ethyl)-7-methyl-chroman-4-yl]-ethanol
• CAS: 603095-27-8
• 化学式: C₁₉H₃₀O₆
• 分子量: 354.444
• InChiKey: FXVSQCSXLFNDRK-IKJXHCRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-[(R)-6-Methoxymethoxy-2-(1-methoxymethoxy-1-methyl-ethyl)-7-methyl-chroman-4-yl]-ethanol 在 吡啶 、 sodium tetrahydroborate 作用下， 生成 (S)-6-Methoxymethoxy-2-(1-methoxymethoxy-1-methyl-ethyl)-7-methyl-4-[2-(2-nitro-phenylselanyl)-ethyl]-chroman
  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：

  (S)-3-(4-Benzyloxy-3-methyl-phenyl)-4-((R)-1-phenyl-ethylcarbamoyl)-butyric acid methyl 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 、 pyridinium hydrobromide perbromide 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 苯 为溶剂， 反应 5.0h， 生成 2-[(R)-6-Methoxymethoxy-2-(1-methoxymethoxy-1-methyl-ethyl)-7-methyl-chroman-4-yl]-ethanol
  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