N-benzyloxy-4-methylpentanamide

• 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: N-benzyloxy-4-methylpentanamide
• 英文别名: 4-methyl-N-phenylmethoxypentanamide
• 化学式: C₁₃H₁₉NO₂
• mdl: MFCD20760418
• 分子量: 221.299
• InChiKey: DSCKNVVUIZJRPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(T-boc-氨基)-1-戊基溴 、 N-benzyloxy-4-methylpentanamide 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 生成 N-Boc-N'-benzyloxy-N'-(4'-methylpentanoyl)-cadaverine
  参考文献：
  名称：

  Synthesis and biological activities of flavolipids

  摘要：

  Syntheses of the bacterial surfactants 6S 6S- 9S 9S- and 9U 9U-flavolipids confirmed the structures proposed for them from spectroscopic analysis of a flavolipid mixture and made pure flavolipids available for the first time All three synthetic flavolipids and a straight chain analogue were found to be weakly cytotoxic and to inhibit metastatic cancer cell migration with 9U 9U-fiavolipid (the most abundant natural flavolipid) having the most activity Biosynthetic routes to the branched side-chains of the flavolipids are suggested and it is proposed that branched chains are employed to hinder biodegradation (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.088
• 作为产物：
  描述：

  4-甲基戊酸 、 苄氧基胺盐酸盐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到N-benzyloxy-4-methylpentanamide
  参考文献：
  名称：

  Synthesis and biological activities of flavolipids

  摘要：

  Syntheses of the bacterial surfactants 6S 6S- 9S 9S- and 9U 9U-flavolipids confirmed the structures proposed for them from spectroscopic analysis of a flavolipid mixture and made pure flavolipids available for the first time All three synthetic flavolipids and a straight chain analogue were found to be weakly cytotoxic and to inhibit metastatic cancer cell migration with 9U 9U-fiavolipid (the most abundant natural flavolipid) having the most activity Biosynthetic routes to the branched side-chains of the flavolipids are suggested and it is proposed that branched chains are employed to hinder biodegradation (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.088

文献信息

• A Convenient Method for the Conversion of <i>N</i>-Acyloxazolidinones to Hydroxamic Acids
  作者：Mukund P. Sibi、Hikaru Hasegawa、Sandeep R. Ghorpade

  DOI：10.1021/ol0263301

  日期：2002.10.1

  Treatment of N-acyloxazolidinones with hydroxylamines using samarium triflate as a Lewis acid provides the corresponding hydroxamic acids in 50-98% yields at room temperature. The conversion proceeds with high degree of chemoselectivity and without racemization of chiral centers alpha- to the acyl group. [reaction: see text]

  使用三氟甲磺酸sa作为路易斯酸，用羟胺处理N-酰基恶唑烷酮，在室温下以50-98％的收率提供相应的异羟肟酸。转化以高度的化学选择性进行，并且手性中心不外消旋地从α到酰基。[反应：看文字]
• Synthesis and biological activities of flavolipids
  作者：Samiul M. Ahad、Alison L. Ange、Robert B. Bates、Bonnie L. Bell、Adria A. Bodour、Bryan R. Bourne、Cristina G. Contreras、Emily L. Goldberg、A.A. Leslie Gunatilaka、Sheryl King、Albert K. Lee、Rebecca L. Low、Raina M. Maier、Kathryn M. Marlor、Marilyn T. Marron、Ryan C. Scolnik、Matthew J. Streeter、Malgorzata Strelczuk、Long N. Trinh、Vu K. Truong、Sage P. Vissering、Megan C. Weick、Maria T. Williams

  DOI：10.1016/j.tet.2010.09.088

  日期：2010.11

  Syntheses of the bacterial surfactants 6S 6S- 9S 9S- and 9U 9U-flavolipids confirmed the structures proposed for them from spectroscopic analysis of a flavolipid mixture and made pure flavolipids available for the first time All three synthetic flavolipids and a straight chain analogue were found to be weakly cytotoxic and to inhibit metastatic cancer cell migration with 9U 9U-fiavolipid (the most abundant natural flavolipid) having the most activity Biosynthetic routes to the branched side-chains of the flavolipids are suggested and it is proposed that branched chains are employed to hinder biodegradation (C) 2010 Elsevier Ltd All rights reserved