Methyl 6-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxohexanoate | 321378-03-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Methyl 6-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxohexanoate
• CAS: 321378-03-4
• 化学式: C₁₂H₂₁NO₅
• 分子量: 259.302
• InChiKey: IHRGBVPUKUAHBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 6-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxohexanoate 在 palladium on activated charcoal sodium tetrahydroborate 、 CODRu(2-methylallyl)2 、 potassium tert-butylate 、 氢气 、 对甲苯磺酸 、 (R)-(+)-(6,6′-二甲氧联苯-2,2′-二基)双(二苯基膦) 、 三乙胺 、 calcium chloride 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 溶剂黄146 、 丙酮 为溶剂， 50.0 ℃ 、13.0 MPa 条件下， 反应 99.33h， 生成 (3R,4R)-3-(4-Benzyloxy-benzoylamino)-4-hydroxy-azepane-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  An Efficient Formal Synthesis of (−)-Balanol by Using Ruthenium-Catalyzed Asymmetric Hydrogenation

  摘要：

  An efficient formal synthesis of (-)-balanol is reported. The ten-step sequence leading to a key precursor 4 features a highly stereoselective synthesis of the functionalized hexahydroazepine core through dynamic kinetic resolution of a racemic alpha -amido beta -keto ester using a ruthenium(II)-catalyzed hydrogenation reaction.

  DOI：

  10.1002/1099-0690(200012)2000:23<3903::aid-ejoc3903>3.0.co;2-q
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 N-BOC-GAMMA-氨基丁酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 生成 Methyl 6-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxohexanoate
  参考文献：
  名称：

  Design and synthesis of constrained analogs of LCRF-0004 as potent RON tyrosine kinase inhibitors

  摘要：

  New fused bicyclic lactam head groups as rigidified analogs of thieno[3,2-b] pyridine-based kinase inhibitor LCRF-0004 were designed and synthesized. Depending on the functionalities and the size of these bicyclic head groups, potent inhibitors of RON tyrosine kinase with various level of selectivity against c-Met tyrosine kinase were obtained. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.034

文献信息

• FUSED CYCLIC COMPOUNDS AND USE THEREOF
  申请人：[en]JACOBIO PHARMACEUTICALS CO., LTD.

  公开号：WO2024120433A1

  公开（公告）日：2024-06-13

  The invention relates to fused cyclic compounds, a composition containing the same and the use thereof.
• An Efficient Formal Synthesis of (−)-Balanol by Using Ruthenium-Catalyzed Asymmetric Hydrogenation
  作者：Phannarath Phansavath、Sébastien Duprat de Paule、Virginie Ratovelomanana-Vidal、Jean-Pierre Genêt

  DOI：10.1002/1099-0690(200012)2000:23<3903::aid-ejoc3903>3.0.co;2-q

  日期：2000.12

  An efficient formal synthesis of (-)-balanol is reported. The ten-step sequence leading to a key precursor 4 features a highly stereoselective synthesis of the functionalized hexahydroazepine core through dynamic kinetic resolution of a racemic alpha -amido beta -keto ester using a ruthenium(II)-catalyzed hydrogenation reaction.
• Design and synthesis of constrained analogs of LCRF-0004 as potent RON tyrosine kinase inhibitors
  作者：Stéphane L. Raeppel、Eric Therrien、Franck Raeppel

  DOI：10.1016/j.bmcl.2015.06.034

  日期：2015.9

  New fused bicyclic lactam head groups as rigidified analogs of thieno[3,2-b] pyridine-based kinase inhibitor LCRF-0004 were designed and synthesized. Depending on the functionalities and the size of these bicyclic head groups, potent inhibitors of RON tyrosine kinase with various level of selectivity against c-Met tyrosine kinase were obtained. (C) 2015 Elsevier Ltd. All rights reserved.