chloro(menthyloxy)dimethylsilane | 19470-77-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: chloro(menthyloxy)dimethylsilane
• 英文别名: chloro(L-menthyloxy)dimethylsilane；(+)-Chloro(p-menth-3-yloxy)dimethylsilane；chloro-dimethyl-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxysilane
• CAS: 19470-77-0
• 化学式: C₁₂H₂₅ClOSi
• 分子量: 248.868
• InChiKey: JXZSEZCMUZKNCK-GRYCIOLGSA-N

物化性质

• 沸点：
  250.5±9.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  chloro(menthyloxy)dimethylsilane 在 三氯化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Lewis acid-promoted condensation of allylalkoxysilanes with carbonyl compounds. Synthesis of tetrahydropyrans

  摘要：

  DOI：

  10.1021/jo00285a025
• 作为产物：
  描述：

  L-薄荷醇 、 二氯二甲基硅烷 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 chloro(menthyloxy)dimethylsilane
  参考文献：
  名称：

  Lewis acid-promoted condensation of allylalkoxysilanes with carbonyl compounds. Synthesis of tetrahydropyrans

  摘要：

  DOI：

  10.1021/jo00285a025

文献信息

• Synthesis, resolution and applications of 3,3′-bis(RO)-MeO-BIPHEP derivatives
  作者：Evgueni Gorobets、Guang-Ri Sun、Bronwen M.M. Wheatley、Masood Parvez、Brian A. Keay

  DOI：10.1016/j.tetlet.2004.03.073

  日期：2004.4

  A series of optically pure 3,3'-bis(RO)-MeO-BIPHEP derivatives are prepared and used in palladium catalyzed asymmetric transformations. The phosphine oxide of (+/-)-5 is prepared in four steps from p-methoxyphenol and resolved using the novel resolving reagent chloro((L)-menthoxy)dimethylsilane. Subsequent conversions provide catalysts 8 and 9. Ligands 6, 7 and 10 are prepared in six steps from p-methoxyphenol and the phosphine oxides of 6 and 7, and 10 are resolved using di-p-toluoyl- and dibenzoyl-(L)-tartaric acid, respectively. (R)-3,3'-Bispivalate 8 is superior to the other catalysts in asymmetric Heck reaction with 2,3-dihydrofuran while (R)-(+)-bis(tolyloxy) 10 and (+)-(R)-sugar derivative 9 are better in the Pd-catalyzed polyene cyclization; however, the absolute sense of chirality in the product from the polyene cyclization was reversed to that obtained when (R)-(+)BINAP and (R)-(+)-MeO-BIPHEP were used. (C) 2004 Elsevier Ltd. All rights reserved.
• CHIRAL, ORGANOSILICON COMPOUNDS, SYNTH. COMMUN., 19,(1989) N3-14, C. 2337-2343
  作者：CHIRAL, ORGANOSILICON COMPOUNDS

  DOI：——

  日期：——
• KAYE, PERRY T.;LEARMONTH, ROBIN A., J. CHROMATOGR., 503,(1990) N, C. 437-441
  作者：KAYE, PERRY T.、LEARMONTH, ROBIN A.

  DOI：——

  日期：——
• Lewis acid-promoted condensation of allylalkoxysilanes with carbonyl compounds. Synthesis of tetrahydropyrans
  作者：Z. Y. Wei、D. Wang、J. S. Li、T. H. Chan

  DOI：10.1021/jo00285a025

  日期：1989.11
• Kaye, Perry T.; Learmonth, Robin A., Synthetic Communications, 1989, vol. 19, # 13-14, p. 2337 - 2344
  作者：Kaye, Perry T.、Learmonth, Robin A.

  DOI：——

  日期：——