(4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate | 138832-92-5

• 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: (4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate
• 英文别名: (4-methyl-2-phenyl-5H-1,3-oxazol-4-yl)methyl 4-methylbenzenesulfonate
• CAS: 138832-92-5
• 化学式: C₁₈H₁₉NO₄S
• 分子量: 345.419
• InChiKey: PMIVUBWRDWNBBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  73.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate 在 叠氮阴离子 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以77%的产率得到4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole
  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：

  (4-甲基-2-苯基-4,5-二氢-1,3-恶唑-4-基)甲醇 、 对甲苯磺酰氯 以 吡啶 为溶剂， 以85%的产率得到(4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate
  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

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）。
• Simple and Efficient Synthesis of Racemic 2-(tert-Butoxycarbon-ylamino)-2-methyl-3-(1H-1,2,4-triazol-1-yl)propanoic Acid, a New Derivative of β-(1,2,4-Triazol-1-yl)alanine
  作者：Younas Aouine、Hassane Faraj、Anouar Alami、Abdelilah El-Hallaoui、Abdelrhani Elachqar、Abdelali Kerbal

  DOI：10.3390/molecules16043380

  日期：——

  A simple synthetic approach to racemic N-tert-butyloxycarbonyl-2-methyl-3-(1H-1,2,4-triazol-1-yl)alanine (5) in four steps and 68% overall yield starting from oxazoline derivative 1 is reported. This synthesis involves the alkylation of 1H-1,2,4-triazole with an O-tosyloxazoline derivative, followed by an oxazoline ring-opening reaction and oxidation of the N-protected β‑aminoalcohol by potassium permanganate

  一种简单的外消旋 N-叔丁氧羰基-2-甲基-3-(1H-1,2,4-三唑-1-基)丙氨酸 (5) 合成方法，从恶唑啉衍生物 1 开始，分四步合成，总产率为 68%被报道。该合成包括 1H-1,2,4-三唑与 O-甲苯磺唑啉衍生物的烷基化，然后是恶唑啉开环反应和 N-保护的 β-氨基醇被高锰酸钾氧化。
• METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUND OR SALT THEREOF
  申请人：Onomura Osamu

  公开号：US20140012010A1

  公开（公告）日：2014-01-09

  Provided is a process for producing an optically active compound represented by Formula (3): (wherein R 1 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 R 1 may be replaced with a substituent; R 2 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 R 1 and R 2 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): M m Z n (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
• US8969585B2
  申请人：——

  公开号：US8969585B2

  公开（公告）日：2015-03-03