5-methyl-3-pentyl-oxazolidine-2,4-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-methyl-3-pentyl-oxazolidine-2,4-dione
• 英文别名: 5-Methyl-3-pentyl-oxazolidin-2,4-dion；5-Methyl-3-pentyl-1,3-oxazolidine-2,4-dione
• 化学式: C₉H₁₅NO₃
• 分子量: 185.223
• InChiKey: MBBXJFCFLYFJDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-3-pentyl-oxazolidine-2,4-dione 、 1-氨基戊烷 反应 16.0h， 以85%的产率得到2-hydroxy-N-pentyl-N-(pentylcarbamoyl)propanamide
  参考文献：
  名称：

  N-(2-Hydroxyalkanoyl)-N,N'-Dialkylureas and a process for their preparation

  摘要：

  通用公式（1）中描述了一种N-(2-羟基烷酰基)-N,N′-二烷基脲，其结构为A-X-(A)m(1)，其中A:m=0或m=1；当m=0时，X=R′″，其中R′″是一种脂肪族、环脂族、芳基脂族基团，碳链长度为C1-C18；当m=1时，X=—(CH2)n—，其中n为1到20的整数，最好为2到6；R可为H或烷基基团C1-C8，可能被卤素原子取代；R′为一种脂肪族、环脂族、芳基脂族基团，碳链长度为C1-C18；R″可为H，也可为一种脂肪族、环脂族、芳基脂族基团，碳链长度为C1-C18。描述了所述化合物的制备方法，以及相应聚合物的制备方法。

  公开号：

  US20080085937A1
• 作为产物：
  描述：

  碳酸丙烯酯 、 1-氨基戊烷 在 吡啶 、 chromium(VI) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 5-methyl-3-pentyl-oxazolidine-2,4-dione
  参考文献：
  名称：

  Facile Synthesis of 3-Alkyl-5-methyloxazolidine-2,4-diones and N-Lactoyl-N,N′-dialkylureas

  摘要：

  [image omitted] The reaction between aliphatic amines and propylene carbonate can be performed in solventless conditions under microwave irradiation, becoming nearly complete within 15min of irradiation. Oxidation of the formed mixture of 2-hydroxyethylcarbamates gives 3,5-methylalkyl-oxazolidine-2,4-diones. These compounds can react further with aliphatic primary amines to give N-lactoylureas.

  DOI：

  10.1080/00397911003707154

文献信息

• N-(2-Hydroxyalkanoyl)-N,N'-Dialkylureas and a process for their preparation
  申请人：Galliani Guido

  公开号：US20080085937A1

  公开（公告）日：2008-04-10

  N-(2-hydroxyalkanoyl)-N,N′-dialkylureas of general formula (1) are described A-X-(A) m (1) where A: m=0 or m=1; when m=0, X=R′″, where R′″ is an aliphatic, cycloaliphatic, arylaliphatic radical, C 1 -C 18 ; when m=1, X=—(CH 2 ) n —, where n is an integer from 1 and 20, preferably from 2 to 6; R is chosen among H, and alkyl radicals C 1 -C 8 , possibly substituted with halogen atoms; R′ is an aliphatic, cycloaliphatic, arylaliphatic radical, C 1 -C 18 ; R″ is chosen among H, aliphatic, cycloaliphatic, arylaliphatic radical, C 1 -C 18 . The preparation of said compounds is described, as well as the preparation of corresponding polymers.

  通用公式（1）中描述了一种N-(2-羟基烷酰基)-N,N′-二烷基脲，其结构为A-X-(A)m(1)，其中A:m=0或m=1；当m=0时，X=R′″，其中R′″是一种脂肪族、环脂族、芳基脂族基团，碳链长度为C1-C18；当m=1时，X=—(CH2)n—，其中n为1到20的整数，最好为2到6；R可为H或烷基基团C1-C8，可能被卤素原子取代；R′为一种脂肪族、环脂族、芳基脂族基团，碳链长度为C1-C18；R″可为H，也可为一种脂肪族、环脂族、芳基脂族基团，碳链长度为C1-C18。描述了所述化合物的制备方法，以及相应聚合物的制备方法。
• Davies et al., Journal of the Chemical Society, 1950, p. 34
  作者：Davies et al.

  DOI：——

  日期：——
• Stereoselective Addition of Grignard Reagents and Lithium Alkyls onto 3,5-Disubstituted-1,3-oxazolidine-2,4-diones
  作者：Guido Galliani、Bruno Rindone、Ricardo Suarez-Bertoa、Francesco Saliu、Alberto Terraneo

  DOI：10.1080/00397911.2011.609301

  日期：2013.1.1

  3-Benzyl-5-methyl-1,3-oxazolidine-3,4-diones react with Grignard reactants and with lithium alkyls to yield 4-substituted 3-benzyl-4-hydroxy-5-methyl-1,3-oxazolidine-2-ones. The reaction is stereoselective and follows Cram's rule.
• Facile Synthesis of 3-Alkyl-5-methyloxazolidine-2,4-diones and <i>N</i>-Lactoyl-<i>N,N</i>′-dialkylureas
  作者：Francesco Saliu、Guido Galliani、Marco Orlandi、Bruno Rindone、Eeva-Liisa Tolppa、Ricardo Suarez-Bertoa

  DOI：10.1080/00397911003707154

  日期：2011.3.3

  [image omitted] The reaction between aliphatic amines and propylene carbonate can be performed in solventless conditions under microwave irradiation, becoming nearly complete within 15min of irradiation. Oxidation of the formed mixture of 2-hydroxyethylcarbamates gives 3,5-methylalkyl-oxazolidine-2,4-diones. These compounds can react further with aliphatic primary amines to give N-lactoylureas.