[(E)-4-methyl-6-phenylmethoxyhex-4-enyl] 4-methylbenzenesulfonate | 121940-54-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(E)-4-methyl-6-phenylmethoxyhex-4-enyl] 4-methylbenzenesulfonate
• CAS: 121940-54-3
• 化学式: C₂₁H₂₆O₄S
• 分子量: 374.501
• InChiKey: XCKPYHOAQUJLMF-NBVRZTHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(E)-4-methyl-6-phenylmethoxyhex-4-enyl] 4-methylbenzenesulfonate 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 生成 2-(6-benzyloxy-4-methyl-4-hexenyl)propane-1,3-diol
  参考文献：
  名称：

  Chemoenzymatic synthesis of (E)-3,7-dimethyl-2-octene-1,8-diol isolated from the hairpencils of male danaus chrysippus (African monarch)

  摘要：

  The synthesis of (E)-3,7-dimethyl-2-octene-1,8-diol (1), which was isolated from the hairpencils of male Danaus chrysippus (African Monarch), was investigated. The key step of the sequence involves asymmetric desymmetrization of the 1,3-propanediol 7 with lipase, in which high enantio selectivity was observed. Total synthesis afforded (S)-1 in 12 steps and 26% overall yield from readily available geraniol. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00352-4
• 作为产物：
  描述：

  (E)-4-methyl-6-(phenylmethoxy)-4-hexenal 在 sodium tetrahydroborate 作用下， 生成 [(E)-4-methyl-6-phenylmethoxyhex-4-enyl] 4-methylbenzenesulfonate
  参考文献：
  名称：

  Chemoenzymatic synthesis of (E)-3,7-dimethyl-2-octene-1,8-diol isolated from the hairpencils of male danaus chrysippus (African monarch)

  摘要：

  The synthesis of (E)-3,7-dimethyl-2-octene-1,8-diol (1), which was isolated from the hairpencils of male Danaus chrysippus (African Monarch), was investigated. The key step of the sequence involves asymmetric desymmetrization of the 1,3-propanediol 7 with lipase, in which high enantio selectivity was observed. Total synthesis afforded (S)-1 in 12 steps and 26% overall yield from readily available geraniol. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00352-4