2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamine | 201153-20-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamine
• 英文别名: 2-[Tert-butyl(dimethyl)silyl]oxy-1-phenylethanamine
• CAS: 201153-20-0
• 化学式: C₁₄H₂₅NOSi
• 分子量: 251.444
• InChiKey: RMLOPQZAASLABO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamine 在 palladium diacetate 、 palladium on activated charcoal 氢气 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(2-hydroxy-1-phenyl-ethylamino)-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  Synthesis of biologically active N2-amine adducts of 2′-deoxyguanosine

  摘要：

  Several biologically important N-2-adducts of 2'-deoxyguanosine (dG) that previously were difficultly accessible, have been synthesized directly by means of the Buchwald-Hartwig reaction. The reaction employed in each case involves the coupling of 2'-deoxy-2-bromoinosine with the appropriate amine. Deprotection in all cases gave good yields of the desired 2-alkylated or -arylated deoxynucleoside. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01196-5
• 作为产物：
  描述：

  (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethylamine 在 钌 2,4-二甲基-3-戊醇 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以95%的产率得到2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamine
  参考文献：
  名称：

  An efficient and mild ruthenium-catalyzed racemization of amines: application to the synthesis of enantiomerically pure amines

  摘要：

  An efficient and mild Ru-catalyzed racemization of amines under transfer hydrogenation conditions is reported. A significant advantage of this new procedure is that the ruthenium hydrogen transfer catalysts allow high functional group tolerance. Interestingly, both primary and secondary amines were efficiently racemized under these conditions. We also report on the combination of this new amine racemization with an enzymatic kinetic resolution of primary amines. C 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00817-1

文献信息

• MILLER, S. A.;CHAMBERLIN, A. R., J. AMER. CHEM. SOC., 112,(1990) N2, C. 8100-8112
  作者：MILLER, S. A.、CHAMBERLIN, A. R.

  DOI：——

  日期：——
• An efficient and mild ruthenium-catalyzed racemization of amines: application to the synthesis of enantiomerically pure amines
  作者：Oscar Pàmies、Alida H. Éll、Joseph S.M. Samec、Nina Hermanns、Jan-E. Bäckvall

  DOI：10.1016/s0040-4039(02)00817-1

  日期：2002.5

  An efficient and mild Ru-catalyzed racemization of amines under transfer hydrogenation conditions is reported. A significant advantage of this new procedure is that the ruthenium hydrogen transfer catalysts allow high functional group tolerance. Interestingly, both primary and secondary amines were efficiently racemized under these conditions. We also report on the combination of this new amine racemization with an enzymatic kinetic resolution of primary amines. C 2002 Published by Elsevier Science Ltd.
• Synthesis of biologically active N2-amine adducts of 2′-deoxyguanosine
  作者：Radha R Bonala、Irina G Shishkina、Francis Johnson

  DOI：10.1016/s0040-4039(00)01196-5

  日期：2000.9

  Several biologically important N-2-adducts of 2'-deoxyguanosine (dG) that previously were difficultly accessible, have been synthesized directly by means of the Buchwald-Hartwig reaction. The reaction employed in each case involves the coupling of 2'-deoxy-2-bromoinosine with the appropriate amine. Deprotection in all cases gave good yields of the desired 2-alkylated or -arylated deoxynucleoside. (C) 2000 Elsevier Science Ltd. All rights reserved.