| 247197-44-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 247197-44-0
• 化学式: C₂₃H₂₉N₃O₄
• 分子量: 411.501
• InChiKey: VWJFAOOBCPGQRE-AVRDEDQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  99.69
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 咪唑 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  General and Stereospecific Route to 9-Substituted, 8,9-Disubstituted, and 9,10-Disubstituted Analogues of Benzolactam-V8

  摘要：

  Nitration of the L-tyrosine derivative 9 provides the S-nitro compound 13', which is converted into amide 15 by reduction and protection. Nitration of 15 either ortho or para to the acetamido group gives 16 and 17. After reduction of the nitro group, the anilines 21b and 29b are coupled with triflate 22a, and then cyclized to afford lactams 24 and 31, respectively. By means of a Pd-catalyzed coupling reaction, 8-acetamido-4-decynylbenzolactam-V8 (26) and 9-decyny-10-acctamidobenzolactam-V8 (33) are obtained. The regioisomers 16 and 17 are transformed into a single isomer, 34, which is converted into 9-decynylbenzolactam-V8 (4). The K-i values for 4, 26, and 33 to displace PDBU binding from recombinant PKC alpha (PKC = protein kinase C) art! about 6, 173, and 16 nM. These results demonstrate that while the introduction of a substituent at; either the 8- or 10-position of the 9-substituted benzolactam-V8s lowers their binding affinity, these newly generated analogues still retain reasonably good potency for PKC.

  DOI：

  10.1021/jo990605h
• 作为产物：
  描述：

  L-酪氨酸 在 palladium on activated charcoal 2,6-二甲基吡啶 、 盐酸 、 氢氧化钾 、 sodium hydroxide 、 sodium nitrate 、 锂硼氢 、 氯化亚砜 、 lanthanum nitrate 、 氢气 、 硝酸 、 碳酸氢钠 、 sodium carbonate 、 potassium carbonate 、 三乙胺 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 、 水 、 乙酸酐 、 乙酸乙酯 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， -13.0~70.0 ℃ 、3.04 MPa 条件下， 反应 158.17h， 生成
  参考文献：
  名称：

  General and Stereospecific Route to 9-Substituted, 8,9-Disubstituted, and 9,10-Disubstituted Analogues of Benzolactam-V8

  摘要：

  Nitration of the L-tyrosine derivative 9 provides the S-nitro compound 13', which is converted into amide 15 by reduction and protection. Nitration of 15 either ortho or para to the acetamido group gives 16 and 17. After reduction of the nitro group, the anilines 21b and 29b are coupled with triflate 22a, and then cyclized to afford lactams 24 and 31, respectively. By means of a Pd-catalyzed coupling reaction, 8-acetamido-4-decynylbenzolactam-V8 (26) and 9-decyny-10-acctamidobenzolactam-V8 (33) are obtained. The regioisomers 16 and 17 are transformed into a single isomer, 34, which is converted into 9-decynylbenzolactam-V8 (4). The K-i values for 4, 26, and 33 to displace PDBU binding from recombinant PKC alpha (PKC = protein kinase C) art! about 6, 173, and 16 nM. These results demonstrate that while the introduction of a substituent at; either the 8- or 10-position of the 9-substituted benzolactam-V8s lowers their binding affinity, these newly generated analogues still retain reasonably good potency for PKC.

  DOI：

  10.1021/jo990605h