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6-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>hexanal | 144180-72-3

中文名称
——
中文别名
——
英文名称
6-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>hexanal
英文别名
6-[4-[Tert-butyl(dimethyl)silyl]oxy-3,5-dimethylphenyl]hexanal
6-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>hexanal化学式
CAS
144180-72-3
化学式
C20H34O2Si
mdl
——
分子量
334.574
InChiKey
WYRDZKYUDFNFJE-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    5.99
  • 重原子数:
    23
  • 可旋转键数:
    9
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.65
  • 拓扑面积:
    26.3
  • 氢给体数:
    0
  • 氢受体数:
    2

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    参考文献:
    名称:
    Intramolecular formal [3 + 2] cycloaddition of alkenes and benzylic cations. Stereoselective synthesis of 1,2,3,4,4a,9a-hexahydrofluorenes
    摘要:
    The Lewis acid-promoted intramolecular formal [3 + 2]-atom 'cycloaddition' of alkenes with benzylic cations derived from benzylic alcohols and quinone methides affords products in good yield and with remarkable stereoselectivity. Benzylic alcohol 20 affords hexahydrofluorene 36 with three new stereogenic centers in 73% yield as a 10:1 mixture of diastereomers. The scope and limitations of these reactions were explored by varying the substitution pattern on the benzylic cation, the cyclization initiators, and the alkene terminators.
    DOI:
    10.1021/jo00071a024
  • 作为产物:
    描述:
    (4-溴-2,6-二甲基苯氧基)(叔丁基)二甲基硅烷 在 palladium on activated charcoal 草酰氯氢气叔丁基锂二甲基亚砜三乙胺 作用下, 以 乙醇 为溶剂, -78.0 ℃ 、101.33 kPa 条件下, 反应 15.25h, 生成 6-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>hexanal
    参考文献:
    名称:
    Reductive cyclization of quinone methides
    摘要:
    The first use of reduced quinone methides for the formation of carbon-carbon bonds in cyclization reactions is described. Treatment of quinone methides with SmI2 resulted in intramolecular reaction with internal activated multiple bonds to afford 5- and 6-membered carbocycles in good yields. The activated multiple bonds used are aldehydes and alpha,beta-unsaturated esters and nitriles.
    DOI:
    10.1021/jo00051a038
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文献信息

  • Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions
    作者:Steven R. Angle、Damian O. Arnaiz、James P. Boyce、Rogelio P. Frutos、Michael S. Louie、Heather L. Mattson-Arnaiz、Jon D. Rainier、Kenneth D. Turnbull、Wenjin Yang
    DOI:10.1021/jo00100a039
    日期:1994.10
    p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.
  • Reductive cyclization of quinone methides
    作者:Steven R. Angle、Jon D. Rainier
    DOI:10.1021/jo00051a038
    日期:1992.12
    The first use of reduced quinone methides for the formation of carbon-carbon bonds in cyclization reactions is described. Treatment of quinone methides with SmI2 resulted in intramolecular reaction with internal activated multiple bonds to afford 5- and 6-membered carbocycles in good yields. The activated multiple bonds used are aldehydes and alpha,beta-unsaturated esters and nitriles.
  • Intramolecular formal [3 + 2] cycloaddition of alkenes and benzylic cations. Stereoselective synthesis of 1,2,3,4,4a,9a-hexahydrofluorenes
    作者:Steven R. Angle、Rogelio P. Frutos
    DOI:10.1021/jo00071a024
    日期:1993.9
    The Lewis acid-promoted intramolecular formal [3 + 2]-atom 'cycloaddition' of alkenes with benzylic cations derived from benzylic alcohols and quinone methides affords products in good yield and with remarkable stereoselectivity. Benzylic alcohol 20 affords hexahydrofluorene 36 with three new stereogenic centers in 73% yield as a 10:1 mixture of diastereomers. The scope and limitations of these reactions were explored by varying the substitution pattern on the benzylic cation, the cyclization initiators, and the alkene terminators.
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