R-(+)-7-methoxy-3,7-dimethyloctanal | 141979-60-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: R-(+)-7-methoxy-3,7-dimethyloctanal
• 英文别名: (3R)-7-methoxy-3,7-dimethyloctanal
• CAS: 141979-60-4
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: IDWULKZGRNHZNR-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  S-(+)-7-methoxy-3,7-dimethyl-1-octene 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 R-(+)-7-methoxy-3,7-dimethyloctanal
  参考文献：
  名称：

  Terpenes in organic synthesis 13. Synthesis of s-(+)-methoprene from (+)-?-citronellene

  摘要：

  S-(+)-Methoprene (I) was synthesized from (+)-beta-citronellene (III) with an optical purity of about 50%. The optical purity of the key intermediate, S-(-)-7-methoxy-3,7-dimethyl-1-octanol (IV), can be increased by fractional crystallization of the optically active acid phthalate salt (VI) followed by hydrolytic regeneration of alcohol (IV). The yield of (I) at the final synthetic stage can be increased by use of interphase catalysis. S-(+)-Methoprene has a higher morphogenetic activity than the racemic form.

  DOI：

  10.1007/bf00958564

文献信息

• Terpenes in organic synthesis 13. Synthesis of s-(+)-methoprene from (+)-?-citronellene
  作者：�. P. Serebryakov、G. M. Zhdankina、G. V. Kryshtal'、M. V. Mavrov、Nguen Kong Khao

  DOI：10.1007/bf00958564

  日期：1991.4

  S-(+)-Methoprene (I) was synthesized from (+)-beta-citronellene (III) with an optical purity of about 50%. The optical purity of the key intermediate, S-(-)-7-methoxy-3,7-dimethyl-1-octanol (IV), can be increased by fractional crystallization of the optically active acid phthalate salt (VI) followed by hydrolytic regeneration of alcohol (IV). The yield of (I) at the final synthetic stage can be increased by use of interphase catalysis. S-(+)-Methoprene has a higher morphogenetic activity than the racemic form.