ethyl 2-[(bis(tert-butoxycarbonyl)amino)methyl]acrylate | 1312771-12-2

• 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: ethyl 2-[(bis(tert-butoxycarbonyl)amino)methyl]acrylate
• 英文别名: ethyl 2-{[di(tert-butoxycarbonyl)amino]methyl}acrylate；Ethyl 2-{[di(tert-butoxycarbonyl)amino]methyl}acrylate；ethyl 2-[[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]methyl]prop-2-enoate
• CAS: 1312771-12-2
• 化学式: C₁₆H₂₇NO₆
• 分子量: 329.393
• InChiKey: PGQXMCNSWJGXEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(bis(tert-butoxycarbonyl)amino)methyl]acrylate 在 水 、 sodium hydroxide 、 potassium hydrogensulfate 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 反应 1.5h， 生成 2-{[di(tert-butoxycarbonyl)amino]methyl}acrylic acid
  参考文献：
  名称：

  SEVEN-MEMBERED RING COMPOUND AND PHARMACEUTICAL USE THEREFOR

  摘要：

  一种具有由式(I)表示的含氮七元环骨架的化合物，对涉及chymase的疾病的预防或治疗有用，以及含有该化合物的药物，用于预防或治疗涉及chymase的疾病。

  公开号：

  US20120259111A1
• 作为产物：
  描述：

  2-羟甲基丙烯酸乙酯 在 三溴化磷 作用下， 以 乙醚 为溶剂， 生成 ethyl 2-[(bis(tert-butoxycarbonyl)amino)methyl]acrylate
  参考文献：
  名称：

  Synthesis of enantiopure β2-homoalanine derivatives via rhodium catalyzed asymmetric hydrogenation

  摘要：

  The stereoselective synthesis of chiral beta(2)-homoalanine derivatives with 99% ee by the Rh-catalyzed enantioselective hydrogenation of prochiral 2-aminomethyl acrylates is described. The subsequent transformation to chiral 3-amino-2-methylpropanols is also demonstrated. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.02.011

文献信息

• Seven-membered ring compound and pharmaceutical use therefor
  申请人：Muto Tsuyoshi

  公开号：US08846660B2

  公开（公告）日：2014-09-30

  A compound having a 7-membered nitrogen-containing ring skeleton represented by the formula (I), which is useful for the prevention or treatment of diseases, in which chymase is involved and a pharmaceutical containing the same for the prevention or treatment of a disease, in which chymase is involved.

  一种含有7-成员的含氮环骨架的化合物，化学式为(I)，可用于预防或治疗涉及到痰蛋白酶的疾病，以及包含该化合物的药物，用于预防或治疗涉及到痰蛋白酶的疾病。
• Structure-based drug design to overcome species differences in kallikrein 7 inhibition of 1,3,6-trisubstituted 1,4-diazepan-7-ones
  作者：Hidenobu Murafuji、Hajime Sugawara、Megumi Goto、Yoshiaki Oyama、Hiroki Sakai、Seiichi Imajo、Toshiyuki Tomoo、Tsuyoshi Muto

  DOI：10.1016/j.bmc.2018.05.044

  日期：2018.7

  A series of 1,3,6-trisubstituted 1,4-diazepan-7-ones were prepared as kallikrein 7 ( KLK7, stratum corneum chymotryptic enzyme) inhibitors. Previously reported compounds 1-3 were potent human KLK7 inhibitors; however, they did not exhibit inhibitory activity against mouse KLK7. Comparison of the human and mouse KLK7 structures reveals the cause of this species differences; therefore, compounds that could inhibit both KLK7s were designed, synthesized, and evaluated. Through this structure-based drug design, compound 22g was identified as an inhibitor against human and mouse KLK7, and only one of the enantiomers, (-)-22g, exhibited potent inhibitory activity. Furthermore, the crystal structure of mouse KLK7 complexed with 22g enabled the elucidation of structure-activity relationships and justified 22g as a valuable compound to overcome the species differences.
• US8846660B2
  申请人：——

  公开号：US8846660B2

  公开（公告）日：2014-09-30