(4-甲基-2-苯基-4,5-二氢-1,3-恶唑-4-基)甲醇 | 5448-32-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (4-甲基-2-苯基-4,5-二氢-1,3-恶唑-4-基)甲醇
• 中文别名: (4-甲基-2-苯基-5H-恶唑-4-基)甲醇；(4-甲基-2-苯基-5H-1,3-恶唑-4-基)甲醇；4-噁唑甲醇,4,5-二氢-4-甲基-2-苯基-
• 英文名称: 4,5-dihydro-4-hydroxymethyl-4-methyl-2-phenyloxazole
• 英文别名: 2-phenyl 4-methyl 4-hydroxymethyl oxazoline；(4-methyl-2-phenyl-4,5-dihydro-oxazol-4-yl)-methanol；4-hydroxymethyl-4-methyl-2-phenyloxazoline；4-Methyl-4-hydroxymethyl-2-phenyl-Δ²-1.3-oxazolin；4-Hydroxymethyl-4-methyl-2-phenyl-Δ²-oxazolin；4-Methyl-4-hydroxymethyl-2-phenyl-Δ²-oxazolin；(4-Methyl-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl)methanol；(4-methyl-2-phenyl-5H-1,3-oxazol-4-yl)methanol
• CAS: 5448-32-8
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: AMAGYPIRQVGAAS-UHFFFAOYSA-N

物化性质

• 溶解度：
  >28.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  (4-甲基-2-苯基-4,5-二氢-1,3-恶唑-4-基)甲醇 在 copper(l) iodide 作用下， 以 吡啶 、 乙醚 、 甲苯 为溶剂， 反应 15.0h， 生成 4-Ethyl-4-methyl-2-phenyl-4,5-dihydro-oxazole
  参考文献：
  名称：

  From Oxazolines to Precursors of Aminoacids

  摘要：

  After optimization of the reaction conditions, action of nucleophiles on the tosyl derivatives of 4-hydroxymethyl oxazolines 1 and 2 afforded precursors of alpha and beta aminoacids.

  DOI：

  10.1080/00397919108021599
• 作为产物：
  描述：

  2-氨基-2-甲基-1,3-丙二醇 、 苯甲酸 170.0 ℃ 、2.0 kPa 条件下， 生成 (4-甲基-2-苯基-4,5-二氢-1,3-恶唑-4-基)甲醇
  参考文献：
  名称：

  Rosnati; Misiti, Rendiconti - Istituto superiore di sanita, 1960, vol. 23, p. 603,604

  摘要：

  DOI：

文献信息

• Synthesis of Optically Active Oxazoline Derivatives via Catalytic Asymmetric Desymmetrization of 1,3-Diols
  作者：Yutaro Tsuda、Masami Kuriyama、Osamu Onomura

  DOI：10.1002/chem.201103800

  日期：2012.2.27

  oxazolines: A synthetic method to prepare optically active oxazolines through a copper‐catalyzed asymmetric desymmetrization of 1,3‐diols has been successfully developed. This reaction system tolerated a diverse range of substrates to give the desired oxazoline derivatives in good to excellent yields with high enantioselectivities (see scheme).

  手性恶唑啉：已成功开发了一种通过铜催化的1,3-二醇不对称脱对称制备旋光恶唑啉的合成方法。该反应体系可耐受多种底物，从而以高至优异的收率和高对映选择性提供所需的恶唑啉衍生物（参见方案）。
• Herbicidal 4-benzyloxymethyl oxazolines
  申请人：Shell Oil Company

  公开号：US03945998A1

  公开（公告）日：1976-03-23

  Oxazoline derivatives of the formula ##EQU1## wherein R.sub.1 is optionally substituted alkyl, alkenyl, aryl, aralkyl, aralkenyl, alkaryl, or heterocyclic, R.sub.2 is alkyl and R.sub.3 is optionally substituted aralkyl, are useful as herbicides.

  公式为 ##EQU1## 的噁唑啉衍生物，其中 R.sub.1 可选取代的烷基、烯基、芳基、芳基烷基、芳基烯基、烷基芳基或杂环基，R.sub.2 是烷基，R.sub.3 可选取代的芳基烷基，可用作除草剂。
• Synthesis of 4-alkyl-substituted derivatives of cycloserine
  作者：I. Teplan、I. Mezö、G. Vegh、A. B. Silaev

  DOI：10.1007/bf00564739

  日期：1971.7

  Summary1.A method for the synthesis of 4-isobutylcycloserine (4-amino-4-isobutyl-3-oxazolidone) has been developed.2.4-Methyl-, 4-propyl-, and 4-isobutyloxazoline-4-carbohydroxamic acids have been obtained from the corresponding α-alkylserines.

  总结1.开发了4-异丁基环丝氨酸（4-氨基-4-异丁基-3-恶唑烷酮）的合成方法。2.4-甲基-、4-丙基-和4-异丁基恶唑啉-4-羧基异羟肟酸得到了来自相应的α-烷基丝氨酸。
• Synthesis of 4,5-dihydro-oxazoles immobilized on silica gel
  作者：Franca Minozzi、Paolo Venturello

  DOI：10.1039/c39870001255

  日期：——

  4,5-Dihydro-oxazole (1) has been anchored to silica gel, affording immobilized species that, in comparison with similar systems bound to polystyrene matrices, readily undergo hydrolytic cleavage of the oxazoline ring to give the supported amino alcohol and the free soluble carboxylic acid.

  4,5-二氢-恶唑（1）已被固定在硅胶上，与固定在聚苯乙烯基质上的类似体系相比，固定化后的物种易于发生恶唑啉环的水解裂解，从而得到负载的氨基醇和游离的可溶物。羧酸。
• METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUND OR SALT THEREOF
  申请人：Nagasaki University

  公开号：EP2671877A1

  公开（公告）日：2013-12-11

  Provided is a production process in which an optically active oxazoline is synthesized from an optically inactive compound as a starting compound with fewer production steps. In particular, provided is a process for producing an optically active compound represented by Formula (3): (wherein R1 is an alkyl group, an alkynyl group, an alkenyl group, an aliphatic heterocyclic group, a cycloalkyl group, an aryl group, an aralkyl group, or an aromatic heterocyclic group, and any hydrogen atom of R1 may be replaced with a substituent; R2 is a hydrogen atom or a group which is not reactive in the reaction below; and * represents a chiral center) or a salt thereof by subjecting a compound represented by Formula (1): (wherein R1 and R2 have the same meanings as defined in Formula (3)) to a ring closure reaction in the presence of a chiral ligand having 1 or more coordination sites, a Lewis acid represented by Formula (2):         MmZn     (2) (wherein M is a metal ion, Z is a counter anion of M, and m and n are integers of 1 to 4), and a sulfonyl halide having an optionally substituted alkyl or phenyl group.

  本发明提供了一种以光学不活泼化合物为起始化合物合成光学活性噁唑啉的生产工艺，其生产步骤较少。特别是提供了一种生产由式（3）表示的光学活性化合物的工艺： (其中 R1 是烷基、炔基、烯基、脂肪杂环基、环烷基、芳基、芳烷基或芳香杂环基，R1 的任一氢原子可被取代基取代；R2 是氢原子或在下面反应中不反应的基团；* 代表手性中心）或其盐的工艺： (其中 R1 和 R2 的含义与式 (3) 所定义的相同），在具有 1 个或多个配位位点的手性配体、式 (2) 所代表的路易斯酸存在下进行闭环反应： MmZn (2) (其中 M 是金属离子，Z 是 M 的反阴离子，m 和 n 是 1 至 4 的整数），以及具有任选取代的烷基或苯基的磺酰卤。