Naphthalen-1-ylmethyl-trimethylsilanyl-amine | 821769-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Naphthalen-1-ylmethyl-trimethylsilanyl-amine
• 英文别名: 1,1,1-Trimethyl-N-[(naphthalen-1-yl)methyl]silanamine；1-naphthalen-1-yl-N-trimethylsilylmethanamine
• CAS: 821769-63-5
• 化学式: C₁₄H₁₉NSi
• 分子量: 229.397
• InChiKey: OVFAMHHVTWAVFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  肉桂酸椒丁酯 、 Naphthalen-1-ylmethyl-trimethylsilanyl-amine 在 正丁基锂 、 chiral dieter 作用下， 以 甲苯 为溶剂， 反应 1.2h， 生成 tert-butyl (3R)-3-(naphthalen-1-ylmethylamino)-3-phenylpropanoate 、 (S)-3-[(Naphthalen-1-ylmethyl)-amino]-3-phenyl-propionic acid tert-butyl ester
  参考文献：
  名称：

  Structure tuning of lithium amide for asymmetric 1,4-addition to cinnamate and subsequent demasking

  摘要：

  Systematic structure tuning of lithium amides derived from benzyl-N-TMS-, allyl-N-TBDMS-, and diisopropylamines lead to several candidates including anthracen-9-ylmethanamine which provided high performance in the enantioselective 1,4-addition (91% ee) and following hydrogenolysis with 10% Pd/C-H-2 in methanol to afford beta-amino ester. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.050

文献信息

• Structure tuning of lithium amide for asymmetric 1,4-addition to cinnamate and subsequent demasking
  作者：Takeo Sakai、Hirohisa Doi、Yoshito Kawamoto、Ken-ichi Yamada、Kiyoshi Tomioka

  DOI：10.1016/j.tetlet.2004.10.050

  日期：2004.12

  Systematic structure tuning of lithium amides derived from benzyl-N-TMS-, allyl-N-TBDMS-, and diisopropylamines lead to several candidates including anthracen-9-ylmethanamine which provided high performance in the enantioselective 1,4-addition (91% ee) and following hydrogenolysis with 10% Pd/C-H-2 in methanol to afford beta-amino ester. (C) 2004 Elsevier Ltd. All rights reserved.