Phenyl 2-(4,4-dimethoxypiperidin-1-yl)-2-oxoacetate | 926661-35-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: Phenyl 2-(4,4-dimethoxypiperidin-1-yl)-2-oxoacetate
• 英文别名: phenyl 2-(4,4-dimethoxypiperidin-1-yl)-2-oxoacetate
• CAS: 926661-35-0
• 化学式: C₁₅H₁₉NO₅
• 分子量: 293.32
• InChiKey: JTPVXDNHVQUWKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Phenyl 2-(4,4-dimethoxypiperidin-1-yl)-2-oxoacetate 以 乙醇 、 乙腈 为溶剂， 反应 42.0h， 生成
  参考文献：
  名称：

  Novel steroid mimics: synthesis of tri- and tetra-substituted oxamides and oxoamides

  摘要：

  A series of dicarbonyl compounds have been designed and prepared to mimic the rigid tetracyclic core of estradiol and dihydrotestosterone. Non-symmetrical tri- and tetra-substituted oxamides were prepared by the sequential addition of primary and secondary amines to phenyl cholorooxoacetate. Oxoamides were prepared via a Friedel-Crafts acylation/amide coupling protocol. Crystallographic data shows a good correlation between the structure of the dicarbonyl mimic and dihydrotestosterone complexed with the androgen receptor suggesting the molecular scaffolds may well prove versatile platforms for ligand design. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.139
• 作为产物：
  描述：

  Phenyl 2-oxo-2-(4-oxopiperidin-1-yl)acetate 、 甲醇 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以90%的产率得到Phenyl 2-(4,4-dimethoxypiperidin-1-yl)-2-oxoacetate
  参考文献：
  名称：

  Novel steroid mimics: synthesis of tri- and tetra-substituted oxamides and oxoamides

  摘要：

  A series of dicarbonyl compounds have been designed and prepared to mimic the rigid tetracyclic core of estradiol and dihydrotestosterone. Non-symmetrical tri- and tetra-substituted oxamides were prepared by the sequential addition of primary and secondary amines to phenyl cholorooxoacetate. Oxoamides were prepared via a Friedel-Crafts acylation/amide coupling protocol. Crystallographic data shows a good correlation between the structure of the dicarbonyl mimic and dihydrotestosterone complexed with the androgen receptor suggesting the molecular scaffolds may well prove versatile platforms for ligand design. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.139

文献信息

• Novel steroid mimics: synthesis of tri- and tetra-substituted oxamides and oxoamides
  作者：Ian L. Jones、Daniel J. Schofield、Robert R. Strevens、Peter N. Horton、Michael B. Hursthouse、Nicholas C.O. Tomkinson

  DOI：10.1016/j.tetlet.2006.11.139

  日期：2007.1

  A series of dicarbonyl compounds have been designed and prepared to mimic the rigid tetracyclic core of estradiol and dihydrotestosterone. Non-symmetrical tri- and tetra-substituted oxamides were prepared by the sequential addition of primary and secondary amines to phenyl cholorooxoacetate. Oxoamides were prepared via a Friedel-Crafts acylation/amide coupling protocol. Crystallographic data shows a good correlation between the structure of the dicarbonyl mimic and dihydrotestosterone complexed with the androgen receptor suggesting the molecular scaffolds may well prove versatile platforms for ligand design. (c) 2006 Elsevier Ltd. All rights reserved.