Methyl 2-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate | 1284215-60-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methyl 2-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate
• CAS: 1284215-60-6
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: IUHPVIFDCAECIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate 在 silver(I) acetate 、 copper diacetate 、 palladium diacetate 、 三甲基乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 methyl 2-(p-methoxylphenyl)-5-phenyloxazole-4-carboxylate
  参考文献：
  名称：

  Pd(ii)-catalyzed direct C5-arylation of azole-4-carboxylates through double C–H bond cleavage

  摘要：

  首次实现了通过双C–H键断裂的铂催化直接C5-芳基化反应，将简单的未活化芳烃与azole-4-羧酸酯进行反应。该协议提供了一种简便的方法，获得了多种5-芳基取代的azole-4-羧酸衍生物，并具有良好的功能团耐受性。

  DOI：

  10.1039/c2cc00081d
• 作为产物：
  描述：

  对甲氧基苯甲醛肟 在 盐酸 、 乙酸酐 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 Methyl 2-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate
  参考文献：
  名称：

  Pd(ii)-catalyzed direct C5-arylation of azole-4-carboxylates through double C–H bond cleavage

  摘要：

  首次实现了通过双C–H键断裂的铂催化直接C5-芳基化反应，将简单的未活化芳烃与azole-4-羧酸酯进行反应。该协议提供了一种简便的方法，获得了多种5-芳基取代的azole-4-羧酸衍生物，并具有良好的功能团耐受性。

  DOI：

  10.1039/c2cc00081d

文献信息

• Stereodivergent Synthesis of α-Quaternary Serine and Cysteine Derivatives Containing Two Contiguous Stereogenic Centers via Synergistic Cu/Ir Catalysis
  作者：Hui-Min Wu、Zongpeng Zhang、Fan Xiao、Liang Wei、Xiu-Qin Dong、Chun-Jiang Wang

  DOI：10.1021/acs.orglett.0c01687

  日期：2020.6.19

  A stereodivergent preparation of α-quaternary serine/cysteine derivatives incorporating two adjacent stereogenic centers has been developed through Cu/Ir-catalyzed asymmetric allylation of 2-oxazoline-4-carboxylates and 2-thiazoline-4-carboxylates. Tuning the electronic effect is the key to enhancing the reactivity of 2-oxazoline-4-carboxylates and suppressing the undesired β-elimination. The salient

  通过Cu / Ir催化2-恶唑啉-4-羧酸盐和2-噻唑啉-4-羧酸盐的不对称烯丙基化反应，开发了包含两个相邻的立体生成中心的α-季丝氨酸/半胱氨酸衍生物的立体发散剂。调节电子效应是增强2-恶唑啉-4-羧酸盐的反应性并抑制不希望的β-消除的关键。该方案的显着特征是，可以通过两种不同手性催化剂的成对组合，从相同的起始原料中获得α-季丝氨酸和半胱氨酸衍生物的所有四个立体异构体。
• CATALYST FOR ASYMMETRIC HYDROGENATION OF COMPOUND CONTAINING CARBON DOUBLE BOND
  申请人：GLACEUM INC.

  公开号：US20210395282A1

  公开（公告）日：2021-12-23

  The present invention may provide an asymmetric hydrogenation catalyst capable of resolving enantiomers with excellent enantioselectivity from a carbon-carbon double bond-containing compound. The catalyst according to one embodiment of the present invention includes: an iridium cation; and a ligand bonded to the iridium cation.

  本发明可能提供一种不对称加氢催化剂，能够从含有碳-碳双键的化合物中以优异的对映选择性分离对映体。根据本发明的一种实施例，所述催化剂包括：铱阳离子；以及与铱阳离子结合的配体。
• METHOD FOR PRODUCING 2-OXAZOLINE ANALOGUE OR 1,3-OXAZINE ANALOGUE
  申请人：Hara Shoji

  公开号：US20090281309A1

  公开（公告）日：2009-11-12

  The present invention is a method for producing a 2-oxazoline analogue or a 1,3-oxazine analogue represented by the following general formula (3) by reacting a 1,2-aminoalcohol compound or a 1,2-aminothiol compound with an α,α-dihaloamine compound. (In the formula, n represents 0 or 1, and R represents an oxygen atom or a sulfur atom. R 1 , R 2 and R 3 each represents an atom or a group shown in Group 1 to Group 3, and R 0 represents an atom or a group shown in Group 2 or Group 3. Two or more of R 1 , R 2 and R 3 may be bonded to each other to form a ring. Group 1: a hydrogen atom, a halogen atom, a nitro group, a cyano group, a formyl group, a carboxyl group, a sulfonyl group, a sulfinoyl group or a sulfenyl group; Group 2: an alkyl group, which may have an arbitrary substituent, an aryl group or an aralkyl group; and Group 3: an alkyl-substituted, aryl-substituted or aralkyl-substituted oxy group, a carbonyl group, an oxycarbonyl group, a carbonyloxy group, a thio group, a sulfonyl group, a sulfinoyl group or a sulfenyl group)

  本发明是通过将1,2-氨基醇化合物或1,2-氨基硫醇化合物与α,α-二卤胺化合物反应，生产以下通式（3）所表示的2-噁唑烷类似物或1,3-噁唑烷类似物的方法。（在公式中，n代表0或1，R代表氧原子或硫原子。R1、R2和R3分别表示在第1组到第3组中所示的原子或基团，R0表示在第2组或第3组中所示的原子或基团。R1、R2和R3中的两个或更多个可以结合形成环。第1组：氢原子、卤素原子、硝基、氰基、甲酰基、羧基、磺酰基、亚磺酰基或烷基;第2组：烷基，可以具有任意的取代基，芳基或芳基烷基;第3组：烷基取代、芳基取代或芳基烷基取代的氧基团、羰基团、氧羰基团、羰氧基团、硫基团、磺酰基、亚磺酰基或烷基）
• Environmental-benign oxidation of 2-oxazolines to oxazoles by dioxygen as the sole oxidant
  作者：Yue Huang、Lijun Ni、Haifeng Gan、Yu He、Jinyi Xu、Xiaoming Wu、Hequan Yao

  DOI：10.1016/j.tet.2011.01.050

  日期：2011.3

  A facile and environment-benign oxidation by dioxygen as the sole oxidant was applied for the conversion of 2-oxazolines to oxazoles. The substituent effect on 2-oxazoline ring was investigated. The use of this methodology for the synthesis of a key intermediate of a CDC25 phosphatase inhibitor (SC-alpha alpha delta 9) as an anticancer agent was also described. (C) 2011 Elsevier Ltd. All rights reserved.
• Copper(II)-catalyzed oxidation of 4-carboxythiazolines and 4-carboxyoxazolines to 4-carboxythiazoles and 4-carboxyoxazoles
  作者：Yiyun Wang、Ziyuan Li、Yue Huang、Changhua Tang、Xiaoming Wu、Jinyi Xu、Hequan Yao

  DOI：10.1016/j.tet.2011.07.016

  日期：2011.9

  A mild copper(II)-catalyzed oxidation of 4-carboxythiazolines and 4-carboxyoxazolines to 4-carboxythiazoles and 4-carboxyoxazoles has been developed. Various substrates with alkyl or aryl substitutions at 2-position on azoline ring could be smoothly oxidized to the desired products in good to excellent yields. Moreover, the hydrolysis of the ester group could be avoided under this method. (C) 2011 Elsevier Ltd. All rights reserved.