p-Phenylen-bis-<β-propionsaeure-benzylamid> | 20941-26-8

• 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: p-Phenylen-bis-<β-propionsaeure-benzylamid>
• 英文别名: p-Phenylen-bis-(β-propionsaeure-benzylamid)
• CAS: 20941-26-8
• 化学式: C₂₆H₂₈N₂O₂
• 分子量: 400.521
• InChiKey: DRPJRMJWDYDVFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,4-Bis-(1-benzyl-2-oxo-azetidinyl-(4))-benzol 在 palladium on activated charcoal 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 p-Phenylen-bis-<β-propionsaeure-benzylamid>
  参考文献：
  名称：

  β-内酰胺的生产和转化

  摘要：

  研究了N-氯磺酰基异氰酸酯与异戊二烯，丁二烯和聚烯烃的环加成反应，以及乙烯酮与一些双偶氮甲胺的反应。适当取代的双偶氮甲亚胺可以在rac中分离。和介观形式。测试了氮杂环丁酮对水解和氢化的反应性。尝试聚合4-乙烯基-氮杂环丁烷-2-酮，聚氮杂环丁酮和N-取代的双氮杂环丁酮以得到交联的聚-β-酰胺是不成功的。

  DOI：

  10.1002/hlca.19680510828

文献信息

• Formation of carboxamides by direct condensation of carboxylic acids and amines in alcohols using a new alcohol- and water-soluble condensing agent: DMT-MM
  作者：Munetaka Kunishima、Chiho Kawachi、Kazuhito Hioki、Keiji Terao、Shohei Tani

  DOI：10.1016/s0040-4020(00)01137-6

  日期：2001.2

  Selective formation of carboxamides in an alcohol or water by an exceptionally convenient one-step procedure in which a condensing agent is simply added to a mixture of acids and amines has been achieved successfully by using a new condensing agent, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM). Activation of carboxylic acids by DMT-MM in the presence of amines and subsequent aminolysis of the resulting acyloxytriazine in alcoholic solvents occurred selectively and led to the formation of carboxamides in excellent yields. The rate of aminolysis of the acyloxytriazine intermediate can be estimated to be about 2x10(4) times greater than that of methanolysis. The amide/ester selectivity observed using DMT-MM was much larger than that obtained with DCC or EDC. Condensation of polar substrates, such as amino acid esters and their hydrochlorides, glucosamine hydrochloride, sodium acetate and dicarboxylic acids, proceeded successfully in MeOH, water or aqueous MeOH in good yields. The present reaction is technically quite simple and easy to achieve. It proceeds by simple mixing of acids, amines and DMT-MM without any additives, and the MeOH is readily removable by a rotary evaporator after completion of the reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.