cis-2-(tert-butoxycarbonylamino)cyclohexylmethylamine

• 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: cis-2-(tert-butoxycarbonylamino)cyclohexylmethylamine
• 英文别名: tert-Butyl ((1S,2S)-2-(aminomethyl)cyclohexyl)carbamate；tert-butyl N-[(1S,2S)-2-(aminomethyl)cyclohexyl]carbamate
• 化学式: C₁₂H₂₄N₂O₂
• 分子量: 228.335
• InChiKey: NYPPQRSVUJQKTO-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cis-2-(tert-butoxycarbonylamino)cyclohexylmethylamine 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[(1RS,2RS)-2-({[(5-chlorothiophen-2-yl)carbonyl]amino}methyl)cyclohexyl]-5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide hydrochloride
  参考文献：
  名称：

  2-Aminomethylphenylamine as a novel scaffold for factor Xa inhibitor

  摘要：

  We have been researching orally active factor Xa inhibitor for a long time. We explored the new diamine linker using effective ligands to obtain a new attractive original scaffold 2-aminomethylphenylamine derivative. Compound 1D showed very strong in vitro and in vivo factor Xa inhibitory activity, as well as favorable PK profiles in po administration to monkeys. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.035
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 硼烷四氢呋喃络合物 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 219.0h， 生成 cis-2-(tert-butoxycarbonylamino)cyclohexylmethylamine
  参考文献：
  名称：

  2-Aminomethylphenylamine as a novel scaffold for factor Xa inhibitor

  摘要：

  We have been researching orally active factor Xa inhibitor for a long time. We explored the new diamine linker using effective ligands to obtain a new attractive original scaffold 2-aminomethylphenylamine derivative. Compound 1D showed very strong in vitro and in vivo factor Xa inhibitory activity, as well as favorable PK profiles in po administration to monkeys. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.035

文献信息

• Carbamoylphosphonates part 7. An efficient method for the synthesis of hindered carbamoylphosphonates using 4-nitrophenoxycarbonylphosphonate diesters
  作者：Irena Beylis、Julia Frant、Naama Mussai、Reuven Reich、Eli Breuer

  DOI：10.1016/j.tetlet.2008.03.036

  日期：2008.4

  Hindered primary amines that resist other reagents can be converted to carbamoylphosphonates by means of 4-nitrophenoxycarbonylphosphonate diesters in high yields and under mild conditions.

  可以通过4-硝基苯氧基羰基膦酸酯二酯以高收率和温和的条件将抗其他试剂的受阻伯胺转化为氨基甲酰基膦酸酯。
• 2-Aminomethylphenylamine as a novel scaffold for factor Xa inhibitor
  作者：Akiyoshi Mochizuki、Tsutomu Nagata、Hideyuki Kanno、Makoto Suzuki、Toshiharu Ohta

  DOI：10.1016/j.bmc.2011.01.035

  日期：2011.3

  We have been researching orally active factor Xa inhibitor for a long time. We explored the new diamine linker using effective ligands to obtain a new attractive original scaffold 2-aminomethylphenylamine derivative. Compound 1D showed very strong in vitro and in vivo factor Xa inhibitory activity, as well as favorable PK profiles in po administration to monkeys. (C) 2011 Elsevier Ltd. All rights reserved.