(R)-4-isopropyl-4,5-dihydrooxazol-2-amine | 1246679-92-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (R)-4-isopropyl-4,5-dihydrooxazol-2-amine
• 英文别名: 2-amino-4-(S)-isopropyloxazoline；(4R)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-amine
• CAS: 1246679-92-4
• 化学式: C₆H₁₂N₂O
• 分子量: 128.174
• InChiKey: RKTWYSWYCPYDJG-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-4-isopropyl-4,5-dihydrooxazol-2-amine 、 (3aR,8aS)-2-ethoxy-8,8a-dihydro-3aH-indeno[1,2-d]oxazole 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以40%的产率得到(3aR,8aS)-N-((R)-4-isopropyl-4,5-dihydrooxazol-2-yl)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-amine
  参考文献：
  名称：

  Development of Bifunctional Aza-Bis(oxazoline) Copper Catalysts for Enantioselective Henry Reaction

  摘要：

  Base-functionalized aza-bis(oxazoline) ligands were prepared to explore the concept of dual activation through the Lewis acid and a tethered tertiary amine base, The catalytic activity of the Cu complex was evaluated for the asymmetric Henry reaction. Compared with a corresponding unfunctionalized copper complex with external 1-benzyl-4-ethylpiperazine base, the ethylpiperazine-functionalized aza-bis(oxazoline) copper catalyst resulted in rate acceleration (2.5 times) as well as improved enantioselectivity (72% ee vs 92% ee).

  DOI：

  10.1021/jo1009867
• 作为产物：
  描述：

  sodium cyanide 、 D-缬氨醇 在 溴 作用下， 以 甲醇 为溶剂， 以97%的产率得到(R)-4-isopropyl-4,5-dihydrooxazol-2-amine
  参考文献：
  名称：

  Development of Bifunctional Aza-Bis(oxazoline) Copper Catalysts for Enantioselective Henry Reaction

  摘要：

  Base-functionalized aza-bis(oxazoline) ligands were prepared to explore the concept of dual activation through the Lewis acid and a tethered tertiary amine base, The catalytic activity of the Cu complex was evaluated for the asymmetric Henry reaction. Compared with a corresponding unfunctionalized copper complex with external 1-benzyl-4-ethylpiperazine base, the ethylpiperazine-functionalized aza-bis(oxazoline) copper catalyst resulted in rate acceleration (2.5 times) as well as improved enantioselectivity (72% ee vs 92% ee).

  DOI：

  10.1021/jo1009867

文献信息

• [EN] BICYCLIC INHIBITORS OF ALK<br/>[FR] INHIBITEURS BICYCLIQUES DE L'ALK
  申请人：ABBOTT LAB

  公开号：WO2012097682A1

  公开（公告）日：2012-07-26

  The present invention relates to compounds of formula (1) or pharmaceutical acceptable salts, wherein R1, X, Y, Z, A, B, G1, and n are defined in the description. The present invention relates also to compositions containing said compounds which are useful for inhibiting kinases such as ALK and methods of treating diseases such as cancer.

  本发明涉及公式（1）的化合物或药用可接受的盐，其中R1、X、Y、Z、A、B、G1和n在描述中有定义。本发明还涉及含有上述化合物的组合物，用于抑制蛋白激酶如ALK并治疗癌症等疾病的方法。
• Novel metal complexes containing a chiral trinitrogen isoindoline-based pincer ligand: in situ synthesis and structural characterization
  作者：Jessica L. Cryder、Andrew J. Killgore、Curtis Moore、James A. Golen、Arnold L. Rheingold、Christopher J. A. Daley

  DOI：10.1039/c0dt00869a

  日期：——

  The first synthesis and characterization of metal coordinated complexes containing in situ prepared chiral trinitrogen 1,3-bis(4,5-dihydrooxazol-2-ylimino)isoindoline-based pincer ligands are reported. Two zinc complexes, isolated as Zn(L)2, where L = 1,3-bis(4,5-dihydro-4-(R)-phenyloxazol-2-ylimino)isoindoline ((R,R)-5) or 1,3-bis(4,5-dihydro-4-(S)-iso-propyloxazol-2-ylimino)isoindoline ((S,S)-6), respectively, are reported. Complexes Zn((R,R)-5)2 and Zn((S,S)-6)2 were prepared in situ through the condensation of phthalonitrile with enantiopure 2-amino-4-(R)-phenyloxazoline ((R)-3) or 2-amino-4-(S)-iso-propyloxazoline ((S)-4) in the presence of ZnCl2 at 80 °C in dry toluene over 3–4 days. The characterizations of Zn((R,R)-5)2 and Zn((S,S)-6)2 in both the solid (X-ray crystallography) and solution (multinuclear NMR spectroscopy) states are reported.

  报道了在位合成的含有手性三氮1,3-bis(4,5-dihydrooxazol-2-ylimino)异茚基夹 ligand 的金属配位复合物的首次合成和表征。报道了两个锌复合物，分别为Zn(L)2，其中L = 1,3-bis(4,5-dihydro-4-(R)- phenyloxazol-2-ylimino)异茚 ((R,R)-5) 或 1,3-bis(4,5-dihydro-4-(S)-异丙基氧唑-2-亚胺)异茚 ((S,S)-6)。复合物Zn((R,R)-5)2和Zn((S,S)-6)2是通过在干燥的甲苯中，在80 °C，存在ZnCl2的条件下，通过邻苯二腈与对映体纯的2-amino-4-(R)- phenyloxazoline ((R)-3)或2-amino-4-(S)-异丙基氧唑 ((S)-4)的缩合反应在3-4天内原位制备的。对固态（X射线晶体学）和溶液态（多核NMR光谱）下Zn((R,R)-5)2和Zn((S,S)-6)2的表征结果也进行了报道。
• BICYCLIC INHIBITORS OF ALK
  申请人：Vasudevan Anil

  公开号：US20140155389A1

  公开（公告）日：2014-06-05

  The present invention relates to compounds of formula (1) or pharmaceutical acceptable salts, wherein R 1 , X, Y, Z, A, B, G 1 , and n are defined in the description. The present invention relates also to compositions containing said compounds which are useful for inhibiting kinases such as ALK and methods of treating diseases such as cancer.

  本发明涉及公式（1）的化合物或药物可接受的盐，其中R1、X、Y、Z、A、B、G1和n在说明书中有定义。本发明还涉及含有所述化合物的组合物，其对抑制激酶如ALK具有用处，以及用于治疗癌症等疾病的方法。