2-(1,1,2,2,3,3,6-heptamethyl-1,2,3-trisilaindan-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 1253331-87-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-(1,1,2,2,3,3,6-heptamethyl-1,2,3-trisilaindan-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-(1,1,2,2,3,3,5-Heptamethyl-1,2,3-benzotrisilol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-(1,1,2,2,3,3,5-heptamethyl-1,2,3-benzotrisilol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1253331-87-1
• 化学式: C₁₉H₃₅BO₂Si₃
• 分子量: 390.553
• InChiKey: BHAJTUXUOJEVMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二甲基-二(三甲基硅烷基)硅烷 在 aluminum (III) chloride 、 三甲基氯硅烷 、 碘 、 cobalt(II) iodide 、 锌 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 2-(1,1,2,2,3,3,6-heptamethyl-1,2,3-trisilaindan-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  5,6-Disubstituted 1,2,3-Trisilaindanes as Silicon Analogues of Phantolide-Type Musk Odorants: Synthesis, Structure, Reactivity, and Olfactory Properties

  摘要：

  In an extension of earlier studies concerning drugs and odorants based on disila-substituted tetrahydronaphthalene and indane skeletons, such as the musk odorant disila-phantolide (1), 1-(1,1,2,2,3,3,6-heptamethyl-1,2,3-trisilaindan-5-ypethanone (methyltrisila-phantolide, 2) and a series of related 5,6-disubstituted 1,2,3-trisilaindanes (3-5) were prepared in multistep syntheses. Compounds 2-5 were characterized by H-1, B-11 (5 only), C-13, and Si-29 NMR studies. In addition, compounds 3-5 were studied by single-crystal X-ray diffraction. The 1,2,3-trisilaindane skeleton proved to have limited stability toward oxidation agents. The oxidation product 6, a novel 1,3,4-trisilaisochroman system, was isolated and characterized. The trisila-phantolide derivatives 2 and 3 do not display a typical musk odor, but instead possess a slightly creamy-lactonic odor with coumarinic aspects of very weak intensity (odor thresholds, >500 ng L-1 air).

  DOI：

  10.1021/om100720k

文献信息

• 5,6-Disubstituted 1,2,3-Trisilaindanes as Silicon Analogues of Phantolide-Type Musk Odorants: Synthesis, Structure, Reactivity, and Olfactory Properties
  作者：Josef B. G. Gluyas、Christian Burschka、Philip Kraft、Reinhold Tacke

  DOI：10.1021/om100720k

  日期：2010.11.22

  In an extension of earlier studies concerning drugs and odorants based on disila-substituted tetrahydronaphthalene and indane skeletons, such as the musk odorant disila-phantolide (1), 1-(1,1,2,2,3,3,6-heptamethyl-1,2,3-trisilaindan-5-ypethanone (methyltrisila-phantolide, 2) and a series of related 5,6-disubstituted 1,2,3-trisilaindanes (3-5) were prepared in multistep syntheses. Compounds 2-5 were characterized by H-1, B-11 (5 only), C-13, and Si-29 NMR studies. In addition, compounds 3-5 were studied by single-crystal X-ray diffraction. The 1,2,3-trisilaindane skeleton proved to have limited stability toward oxidation agents. The oxidation product 6, a novel 1,3,4-trisilaisochroman system, was isolated and characterized. The trisila-phantolide derivatives 2 and 3 do not display a typical musk odor, but instead possess a slightly creamy-lactonic odor with coumarinic aspects of very weak intensity (odor thresholds, >500 ng L-1 air).