(4S,5R,6R,E)-6-(benzyloxymethoxy)-5-methoxy-2,4-dimethylhept-2-enal | 1043451-58-6

• 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: (4S,5R,6R,E)-6-(benzyloxymethoxy)-5-methoxy-2,4-dimethylhept-2-enal
• 英文别名: (E,4S,5R,6R)-5-methoxy-2,4-dimethyl-6-(phenylmethoxymethoxy)hept-2-enal
• CAS: 1043451-58-6
• 化学式: C₁₈H₂₆O₄
• 分子量: 306.402
• InChiKey: AVUMOCNZWPJINA-KOBIWNLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基丙烯醛 、 (2R,3R,4S)-2-(benzyloxymethoxy)-3-methoxy-4-methylhex-5-ene 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 (4S,5R,6R,Z)-6-(benzyloxymethoxy)-5-methoxy-2,4-dimethylhept-2-enal 、 (4S,5R,6R,E)-6-(benzyloxymethoxy)-5-methoxy-2,4-dimethylhept-2-enal
  参考文献：
  名称：

  Total Synthesis of GEX1A

  摘要：

  An efficient and readily modifiable synthesis of GEX1A/herboxidiene/TAN-1609 (1) was developed. This modular synthesis featured a Suzuki coupling to install the conjugated diene and a Ru-catalyzed lactonization and Roush crotylation to construct the functionalized tetrahydropyran moiety. Myers' alkylation, cross-metathesis, and Keck crotylation were employed for assembly of the biologically essential side-chain domain.

  DOI：

  10.1021/ol800902g

文献信息

• Total Synthesis of GEX1A
  作者：Timothy J. Murray、Craig J. Forsyth

  DOI：10.1021/ol800902g

  日期：2008.8.21

  An efficient and readily modifiable synthesis of GEX1A/herboxidiene/TAN-1609 (1) was developed. This modular synthesis featured a Suzuki coupling to install the conjugated diene and a Ru-catalyzed lactonization and Roush crotylation to construct the functionalized tetrahydropyran moiety. Myers' alkylation, cross-metathesis, and Keck crotylation were employed for assembly of the biologically essential side-chain domain.