tertbutyl (3-((4-methoxybenzyl)amino)propyl)carbamate | 1216944-03-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tertbutyl (3-((4-methoxybenzyl)amino)propyl)carbamate
• 英文别名: tert-butyl N-[3-[(4-methoxyphenyl)methylamino]propyl]carbamate
• CAS: 1216944-03-4
• 化学式: C₁₆H₂₆N₂O₃
• 分子量: 294.394
• InChiKey: XBPCAFHAFLYCQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tertbutyl (3-((4-methoxybenzyl)amino)propyl)carbamate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以50%的产率得到3-(4-methoxybenzyl)hexahydropyrimidin-2-one
  参考文献：
  名称：

  Inhibitory effect of novel tetrahydropyrimidine-2(1H)-thiones on melanogenesis

  摘要：

  The series of imidazoldine-2-thiones 2 and tetrahydropyrimidine-2-thiones 3 were discovered as inhibitor of alpha-MSH-induced melanin production in melanoma B16 cells. The primary bioassay showed that 1-(4-ethylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3e (> 100% inhibition at 10 mu M, IC50 = 1.2 mu M) and 1-(4-tert-butylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3f (> 100% inhibition at 10 mu M, IC50 = 0.76 mu M) exhibited potent inhibitory effect against alpha-MSH-induced melanin production. Compounds 3 inhibit the biosynthesis of tyrosinase without affecting its catalytic activity in melanogenesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.044
• 作为产物：
  描述：

  Tert-butyl {3-[(4-methoxybenzylidene)amino]propyl} carbamate 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 tertbutyl (3-((4-methoxybenzyl)amino)propyl)carbamate
  参考文献：
  名称：

  Inhibitory effect of novel tetrahydropyrimidine-2(1H)-thiones on melanogenesis

  摘要：

  The series of imidazoldine-2-thiones 2 and tetrahydropyrimidine-2-thiones 3 were discovered as inhibitor of alpha-MSH-induced melanin production in melanoma B16 cells. The primary bioassay showed that 1-(4-ethylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3e (> 100% inhibition at 10 mu M, IC50 = 1.2 mu M) and 1-(4-tert-butylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3f (> 100% inhibition at 10 mu M, IC50 = 0.76 mu M) exhibited potent inhibitory effect against alpha-MSH-induced melanin production. Compounds 3 inhibit the biosynthesis of tyrosinase without affecting its catalytic activity in melanogenesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.044

文献信息

• Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via <i>exo</i>-<i>trig</i> Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates
  作者：Vladimir A. Maslivetc、Liliya V. Frolova、Snezna Rogelj、Anna A. Maslivetc、Marina Rubina、Michael Rubin

  DOI：10.1021/acs.joc.8b02062

  日期：2018.11.16

  A strain-release-driven, cation-templated nucleophilic 7- and 8-exo-trig-cyclization of tethered Boc-protected amines to cyclopropenes is described. The featured reaction proceeds in diastereo- and regioselective fashion and allows for preparation of the corresponding 2,5-diazabicyclo[5.1.0]octan-6-ones and 2,6-diazabicyclo[6.1.0]nonan-7-ones as sole products in high yields. Preliminary studies on

  描述了由束缚的Boc保护的胺到环丙烯的应变释放驱动的，阳离子模板的亲核7-和8 -exo- trig-环化。该特征反应以非对映和区域选择性方式进行，并允许制备相应的2,5-二氮杂双环[5.1.0]辛-6-酮和2,6-二氮杂双环[6.1.0]壬南-7-酮为唯一化合物。产品高产。对这些新颖的环丙烷融合培养基杂环的抗癌活性进行了初步研究。