(R)-1-苯基-N-((三甲基甲硅烷基)甲基)乙胺 | 104942-85-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (R)-1-苯基-N-((三甲基甲硅烷基)甲基)乙胺
• 英文名称: (R)-(+)-N-1-phenylethyl-N-trimethylsilylmethylamine
• 英文别名: (R)-(1-Phenyl-ethyl)-trimethylsilanylmethyl-amine；(1R)-1-phenyl-N-(trimethylsilylmethyl)ethanamine
• CAS: 104942-85-0
• 化学式: C₁₂H₂₁NSi
• 分子量: 207.391
• InChiKey: ZNLUTOAUUHFXKI-LLVKDONJSA-N

物化性质

• 沸点：
  242.2±15.0 °C(Predicted)
• 密度：
  0.887±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-1-苯基-N-((三甲基甲硅烷基)甲基)乙胺 在 三氟乙酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 5.5h， 生成 2-<(R)-1-phenylethyl>-perhydropyrano<3,4-c>pyrrol-4-one
  参考文献：
  名称：

  Cottrell, Ian F.; Hands, David; Kennedy, Derek J., Journal of the Chemical Society. Perkin transactions I, 1991, # 5, p. 1091 - 1097

  摘要：

  DOI：
• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 氯甲基三甲基硅烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以81%的产率得到(R)-1-苯基-N-((三甲基甲硅烷基)甲基)乙胺
  参考文献：
  名称：

  Non-stabilized azomethine ylides in [3 + 2] cycloadditions. Pyrrolidinylfuranones from (5S )-5-menthyloxy-4-vinylfuran-2(5H )-one

  摘要：

  用氟化锂在乙腈中超声 N-苄基-N-甲氧基甲基（三甲基硅甲基）胺 9a-c 与 4-乙烯基呋喃酮 2 和 6 发生化学选择性 1,3-二极环加成反应，得到吡咯烷基呋喃酮 10、11a-c 和 12a-c。通过 X 射线分析和与相关的环氧丙烷基呋喃酮 13 的质子核磁共振数据比较，确定了其立体化学性质。

  DOI：

  10.1039/a803693d

文献信息

• Chiral synthesis for producing 1-azabicyclo[2.2.1] heptane-3-carboxylates
  申请人：Merck Sharp & Dohme Ltd.

  公开号：US05104989A1

  公开（公告）日：1992-04-14

  A process for preparing substantially pure enantiomers of formula (I) ##STR1## where the * represents a chiral center, x is 0 or 1, in exo-, endo- or a mixture of exo- and endo- forms; and R is hydrogen, alkyl or aralkyl, via diastereomers of formula (IIA) or (IIB); ##STR2##

  一种制备式(I)的基本纯对映体的方法 在这里，*代表一个手性中心，x为0或1，在exo-、endo-或exo-和endo-形式的混合物中；R为氢、烷基或芳基烷基，通过式(IIA)或(IIB)的非对映体制备。
• α-Alkyl-α-aminosilanes. 1. Metalation and alkylation between silicon and nitrogen
  作者：Scott McN. Sieburth、Joseph J. Somers、Heather K. O'Hare

  DOI：10.1016/0040-4020(96)00190-1

  日期：1996.4

  aminomethyltrialkylsilanes have been studied for their ability to undergo metalation between nitrogen and silicon, followed by reaction with an electrophile. Metalation is rapid and reaction with a variety of electrophiles proceeds efficiently. When a benzyl group is attached to nitrogen, benzylic deprotonation competes with deprotonation next to silicon.

  已经研究了容易获得的氨基甲基三烷基硅烷的氨基甲酸叔丁酯衍生物在氮和硅之间经历金属化，然后与亲电试剂反应的能力。金属化迅速，并且与各种亲电试剂的反应有效地进行。当苄基连接到氮上时，苄基去质子化与硅旁边的去质子竞争。
• Chiral synthesis for producing 1-azabicyclo(2.2.1)heptane-3-carboxylates
  申请人：——

  公开号：US05310911A1

  公开（公告）日：1994-05-10

  A process for preparing substantially pure enantiomers of formula (I) ##STR1## where the * represents a chiral center, x is 0 or 1, in exo-, endo- or a mixture of exo- and endo- forms; and R is hydrogen, alkyl or aralkyl, via diastereomers of formula (IIA) or (IIB): ##STR2##

  一种制备式(I)的基本纯对映体的方法，式中*代表手性中心，x为0或1，为外向型、内向型或外向型和内向型混合形式；R为氢、烷基或芳基烷基，通过式(IIA)或(IIB)的非对映异构体：
• Single and Double Diastereoselection in Azomethine Ylide Cycloaddition Reactions with Unsaturated Chiral Bicyclic Lactams
  作者：Andrew H. Fray、A. I. Meyers

  DOI：10.1021/jo9600870

  日期：1996.1.1

  Double diastereoselectivity data were analyzed to provide insight into the structural features that influence pi-facial selectivity in 1,3-dipolar cycloadditions of chiral and achiral azomethine ylides to chiral, unsaturated bicyclic lactams. Three major steric contributions to the differences in stability (Delta Delta G(double dagger)) between competing cycloaddition transition states were identified. The first major set of steric interactions involve that between the dipoles and the substituents on the left hemisphere (R(2)) and concave faces of the bicyclic lactams. This effectively hindered both alpha- and beta-approaches in the nonextended transition states shown in Figure 1. The second major steric interaction was provided by the nonbonded interactions (i) between the R(1) angular substituent on the bicyclic lactam and the pi-system of the dipole as shown in Figures 3 and 4. This interaction was shown to be very significant, causing reversal in pi-facial attack of chiral and achiral dipoles when the angular substituent is changed from phenyl or methyl to hydrogen. The high diastereoselectivity observed now opens a route to highly substituted chiral, nonracemic pyrrolidines.
• PADWA, A.;CHEN, YON-YIH;CHIACCHIO, U.;DENT, W., TETRAHEDRON, 1985, 41, N 17, 3529-3535
  作者：PADWA, A.、CHEN, YON-YIH、CHIACCHIO, U.、DENT, W.

  DOI：——

  日期：——