2-[(1E,3S,5E,7S,8R,9R)-9-(benzyloxymethoxy)-8-methoxy-3,5,7-trimethyldeca-1,5-dienyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 1043451-53-1

• 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: 2-[(1E,3S,5E,7S,8R,9R)-9-(benzyloxymethoxy)-8-methoxy-3,5,7-trimethyldeca-1,5-dienyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-[(1E,3S,5E,7S,8R,9R)-8-methoxy-3,5,7-trimethyl-9-(phenylmethoxymethoxy)deca-1,5-dienyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1043451-53-1
• 化学式: C₂₈H₄₅BO₅
• 分子量: 472.473
• InChiKey: CGUWGJNOZURQQR-AKRIKXPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.38
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S,6S,7R,8R)-8-(benzyloxymethoxy)-7-methoxy-2,4,6-trimethylnon-4-enal 、 频哪醇(二氯甲基)硼酸酯 在 chromium dichloride 、 lithium iodide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[(1Z,3S,5E,7S,8R,9R)-9-(benzyloxymethoxy)-8-methoxy-3,5,7-trimethyldeca-1,5-dienyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 2-[(1E,3S,5E,7S,8R,9R)-9-(benzyloxymethoxy)-8-methoxy-3,5,7-trimethyldeca-1,5-dienyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  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.