methyl (1S,3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-1-cyclohexanecarboxylate | 349494-42-4

• 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 (1S,3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-1-cyclohexanecarboxylate
• 英文别名: (1S,3S,4S)-Methyl 4-((tert-butoxycarbonyl)amino)-3-hydroxycyclohexanecarboxylate；methyl (1S,3S,4S)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexane-1-carboxylate
• CAS: 349494-42-4
• 化学式: C₁₃H₂₃NO₅
• 分子量: 273.329
• InChiKey: ZBGXFBJLVXHMME-GUBZILKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (1S,3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-1-cyclohexanecarboxylate 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以85%的产率得到methyl (1S,4S)-4-(tert-butoxycarbonylamino)-3-oxo-1-cyclohexanecarboxylate
  参考文献：
  名称：

  Stereoisomers of 4-amino-3-hydroxy-1-cyclohexanecarboxylic acid and 4-amino-3-oxo-1-cyclohexanecarboxylic acid as mimetics of a twisted cis-amide bond

  摘要：

  Stereoselective synthesis of the title compounds was performed. The relative configuration of methyl t-4-(tert-butoxycarbonylamino)-c-3-hydroxy-r-1-cyclohexanecarboxylate and methyl trans-4-(tert-butoxycarbonylamino)-3-oxo-r-1-cyclohexanecarboxylate was confirmed by X-ray diffraction methods. Analogues of cyclolinopeptide A (CLA) containing these twisted cis-amide bond mimetics were then synthesised. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00062-3
• 作为产物：
  描述：

  (S)-(-)-3-环己烯甲酸 在 palladium on activated charcoal 吡啶 、 甲醇 、 4-二甲氨基吡啶 、 sodium hydroxide 、 sodium azide 、 15-冠醚-5 、 酚酞 、 氢气 、 溴 、 sodium methylate 、 碳酸氢钠 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 150.75h， 生成 methyl (1S,3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-1-cyclohexanecarboxylate
  参考文献：
  名称：

  Stereoisomers of 4-amino-3-hydroxy-1-cyclohexanecarboxylic acid and 4-amino-3-oxo-1-cyclohexanecarboxylic acid as mimetics of a twisted cis-amide bond

  摘要：

  Stereoselective synthesis of the title compounds was performed. The relative configuration of methyl t-4-(tert-butoxycarbonylamino)-c-3-hydroxy-r-1-cyclohexanecarboxylate and methyl trans-4-(tert-butoxycarbonylamino)-3-oxo-r-1-cyclohexanecarboxylate was confirmed by X-ray diffraction methods. Analogues of cyclolinopeptide A (CLA) containing these twisted cis-amide bond mimetics were then synthesised. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00062-3

文献信息

• [EN] OXIME DERIVATIVES USEFUL AS T CELL ACTIVATORS<br/>[FR] DÉRIVÉS D'OXIME UTILES COMME ACTIVATEURS DE LYMPHOCYTES T
  申请人：[en]GOSSAMER BIO SERVICES, INC.

  公开号：WO2023122772A1

  公开（公告）日：2023-06-29

  Compounds are provided having the structure of Formula (I): (I) or a pharmaceutically acceptable salt, solvate, hydrate, isomer, or isotope thereof, wherein Ar, X1, X2, R1, R2, R3, and R4as defined herein. Pharmaceutical compositions containing such compounds, as well as the compounds themselves, are also provided. Methods are provided wherein the compounds are inhibitors of one or both of diacylglycerol kinase alpha (DGKα) and diacylglycerol kinase zeta (DGKζ) or are useful in the treatment of diseases, disorders and conditions related to DGKα and / or DGKζ activity. More specifically, methods of treating a proliferative or a viral infection are provided by administering to a subject in need thereof, an effective amount of the pharmaceutical composition containing compounds of having the structure of Formula (I).