(1-adamantyl)methylamine dihydrogensulfate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: (1-adamantyl)methylamine dihydrogensulfate
• 英文别名: 1-Adamantylmethanamine;sulfuric acid；1-adamantylmethanamine;sulfuric acid
• 化学式: C₁₁H₁₉N*H₂O₄S
• 分子量: 263.358
• InChiKey: AALKUQBAOBXVTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,4E,5S)-4-[(dimethylamino)methylidene]-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one 、 (1-adamantyl)methylamine dihydrogensulfate 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以43%的产率得到(1R,4E,5S)-4-({[(1-adamantyl)methyl]amino}methylidene)-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one
  参考文献：
  名称：

  Synthesis and properties of N-substituted (1R,5S)-4-aminomethylidene-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-2-ones

  摘要：

  N-Substituted (1R,5S)-4-aminomethylidene-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-ones were prepared in three steps from (1R)-(+)-camphor via coupling of (2R,4E, 5S)-3-[(dimethylamino)methylidene]- 1, 8,8-trimethyl-2-oxabicyclo[3.2.1] octan-3-one with primary amines. N,N'-Bis-{[(1R,5S)-1,8,8-trimethyl-3-oxo-2-oxabicyclo[3.2.1]oct-4-ylidene]methyl} benzene-1,2-diamine was used as the ligand in the preparation of the corresponding coordination compounds with palladium(II), copper(II) and nickel(II). The structures were determined by 2D NMR techniques, NOESY spectroscopy and X-ray diffraction. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.06.008

文献信息

• COMPOUNDS FOR TREATING PARVOVIRUS INFECTION
  申请人：Aratana Therapeutics NV

  公开号：EP2817003A1

  公开（公告）日：2014-12-31
• [EN] COMPOUNDS FOR TREATING PARVOVIRUS INFECTION<br/>[FR] COMPOSÉS POUR LE TRAITEMENT D'UNE INFECTION À PARVOVIRUS
  申请人：OKAPI SCIENCES NV

  公开号：WO2013124403A1

  公开（公告）日：2013-08-29

  The present invention relates to compounds for use in a method for the treatment or prevention of parvovirus infections in humans and warm-blooded animals, including feline panleukopenia virus (FPV) infections in felids, canine parvovirus type 2 (CPV-2) infections in canines, minute virus of mice (MVM) infections in mice and B19 parvovirus infections in humans.
• Synthesis and properties of N-substituted (1R,5S)-4-aminomethylidene-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-2-ones
  作者：Uroš Grošelj、David Bevk、Renata Jakše、Anton Meden、Samo Pirc、Simon Rečnik、Branko Stanovnik、Jurij Svete

  DOI：10.1016/j.tetasy.2004.06.008

  日期：2004.8

  N-Substituted (1R,5S)-4-aminomethylidene-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-ones were prepared in three steps from (1R)-(+)-camphor via coupling of (2R,4E, 5S)-3-[(dimethylamino)methylidene]- 1, 8,8-trimethyl-2-oxabicyclo[3.2.1] octan-3-one with primary amines. N,N'-Bis-[(1R,5S)-1,8,8-trimethyl-3-oxo-2-oxabicyclo[3.2.1]oct-4-ylidene]methyl} benzene-1,2-diamine was used as the ligand in the preparation of the corresponding coordination compounds with palladium(II), copper(II) and nickel(II). The structures were determined by 2D NMR techniques, NOESY spectroscopy and X-ray diffraction. (C) 2004 Elsevier Ltd. All rights reserved.