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(E)-(2S,3R)-Methyl 2-methyl-3-(dimethylphenylsilyl)hex-4-enoate | 134451-72-2

中文名称
——
中文别名
——
英文名称
(E)-(2S,3R)-Methyl 2-methyl-3-(dimethylphenylsilyl)hex-4-enoate
英文别名
methyl (E,2S,3R)-3-[dimethyl(phenyl)silyl]-2-methylhex-4-enoate
(E)-(2S,3R)-Methyl 2-methyl-3-(dimethylphenylsilyl)hex-4-enoate化学式
CAS
134451-72-2
化学式
C16H24O2Si
mdl
——
分子量
276.451
InChiKey
XKBCONIWGBBZCW-HEESEWQSSA-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):
    3.36
  • 重原子数:
    19
  • 可旋转键数:
    6
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.44
  • 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

点击查看最新优质反应信息

文献信息

  • Diastereoselectivity in cyclopropanation and epoxidation reactions of chiral (E)-crotylsilanes: Asymmetric synthesis of substituted tetrahydrofurans
    作者:James S. Panek、Robert M. Garbaccio、Nareshkumar F. Jain
    DOI:10.1016/s0040-4039(00)78244-x
    日期:1994.8
    Functionalized (E)-crotylsilanes 1 bearing a bis-homoallylic hydroxyl group undergo diastereoselective cyclopropanation and epoxidation reactions to produce substituted tetrahydrofurans 3 and 5 respectively after an acid catalyzed heterocyclization.
    带有双-均烯丙基羟基的官能化的(E)-巴豆硅烷1在酸催化的杂环化反应之后,进行非对映选择性的环丙烷化和环氧化反应,分别生成取代的四氢呋喃3和5。
  • Lewis Acid-Mediated Carbocyclization Reactions of Chiral (<i>E</i>)-Crotylsilanes
    作者:Craig E. Masse、Les A. Dakin、Bradford S. Knight、James S. Panek
    DOI:10.1021/jo970832o
    日期:1997.12.1
  • Panek, James S.; Yang, Michael, Journal of the American Chemical Society, 1991, vol. 113, # 17, p. 6594 - 6600
    作者:Panek, James S.、Yang, Michael
    DOI:——
    日期:——
  • Remote asymmetric induction in diastereoface selective addition reactions of optically active .alpha.-substituted-.beta.-silyl (E)-hexenoates with achiral .alpha.-alkoxy and .beta.-alkoxy acetals
    作者:James S. Panek、Michael Yang
    DOI:10.1021/jo00020a009
    日期:1991.9
    Optically active and diastereomerically pure (E)-crotylsilanes 1 function as effective chiral carbon nucleophiles in trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed asymmetric addition reactions of achiral, alpha-alkoxy and beta-alkoxy acetals 2, resulting in the highly diastereo- and enantioselective construction of homoallylic ethers with excellent levels of 1,4- and 1,5-asymmetric induction.
  • Double stereodifferentiation in the Lewis acid-promoted addition of chiral (E)-crotylsilanes with (S)-2-(benzyloxy)propanal. Effect of Lewis acid on reaction diastereoselection
    作者:James S. Panek、Richard Beresis
    DOI:10.1021/jo00056a005
    日期:1993.2
    Methyl alpha-methyl-beta-(dimethylphenylsilyl)-(E)-hex-4-enoates (28,3R)-1a undergo BF3.OEt2-Promoted additions with (S)-2-(benzyloxy)propanal (2) producing nearly enantiomerically pure cis-2,5-substituted tetrahydrofurans 3 whereas the reactions run under chelation controlled conditions employing SnCl4 resulted in the formation of the complementary trans-2,5-disubstituted tetrahydrofuran. Additions to the enantiomeric silane (2R,3S)-1b utilizing BF3.OEt2 or SnCl4 afforded the cis-2,5-disubstituted furan stereochemistry in both cases.
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