1-[Tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxypentan-2-amine | 950697-13-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[Tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxypentan-2-amine
• 英文别名: 1-[tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxypentan-2-amine
• CAS: 950697-13-9
• 化学式: C₁₈H₃₃NO₂Si
• 分子量: 323.551
• InChiKey: VHWWIEHYIUPQIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[Tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxypentan-2-amine 在 四丁基氟化铵 、 二甲基氨基丙基乙基碳酰胺 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(1-hydroxy-5-phenylmethoxypentan-2-yl)-2-methylpent-4-ynamide
  参考文献：
  名称：

  Synthesis of the C9–C29 fragments of ajudazols A and B

  摘要：

  The syntheses of both C9-C29 fragments 3 and 4 of the myxobacteria metabolites ajudazols A (1) and B (2) are described. The key steps were a cyclodehydration to form the oxazole, Sonogashira coupling to form the C18-C19 bond and a P-2 Ni mediated partial alkyne hydrogenation to install the C17-C18 Z-alkene. The C15 alkene in the ajudazol A fragnient 3 was introduced in the final steps by elimination of the corresponding primary alcohol. Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.072
• 作为产物：
  描述：

  (+/-)-5-benzyloxy-1-tert-butyldimethylsilyloxy-2-pentanol 在 吡啶 、 甲基磺酰氯 、 sodium azide 、 水 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以96%的产率得到1-[Tert-butyl(dimethyl)silyl]oxy-5-phenylmethoxypentan-2-amine
  参考文献：
  名称：

  Synthesis of the C9–C29 fragments of ajudazols A and B

  摘要：

  The syntheses of both C9-C29 fragments 3 and 4 of the myxobacteria metabolites ajudazols A (1) and B (2) are described. The key steps were a cyclodehydration to form the oxazole, Sonogashira coupling to form the C18-C19 bond and a P-2 Ni mediated partial alkyne hydrogenation to install the C17-C18 Z-alkene. The C15 alkene in the ajudazol A fragnient 3 was introduced in the final steps by elimination of the corresponding primary alcohol. Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.072

文献信息

• Synthesis of the C9–C29 fragments of ajudazols A and B
  作者：Danny Ganame、Tim Quach、Charlotte Poole、Mark A. Rizzacasa

  DOI：10.1016/j.tetlet.2007.06.072

  日期：2007.8

  The syntheses of both C9-C29 fragments 3 and 4 of the myxobacteria metabolites ajudazols A (1) and B (2) are described. The key steps were a cyclodehydration to form the oxazole, Sonogashira coupling to form the C18-C19 bond and a P-2 Ni mediated partial alkyne hydrogenation to install the C17-C18 Z-alkene. The C15 alkene in the ajudazol A fragnient 3 was introduced in the final steps by elimination of the corresponding primary alcohol. Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.