(4S)-4-azido-6-(2,2-dimethylpropyl)-3,4-dihydro-2H-chromene | 1356847-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (4S)-4-azido-6-(2,2-dimethylpropyl)-3,4-dihydro-2H-chromene
• CAS: 1356847-46-5
• 化学式: C₁₄H₁₉N₃O
• 分子量: 245.324
• InChiKey: MVOIARRXEDGGSV-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S)-4-azido-6-(2,2-dimethylpropyl)-3,4-dihydro-2H-chromene 在 盐酸 、 lithium aluminium tetrahydride 、 1-羟基苯并三唑 、 N-甲基吗啉氧化物 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 异丙醇 为溶剂， 生成 N-((1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-{[(4S)-6-neopentyl-3,4-dihydro-2H-chromen-4-yl]amino}propyl)acetamide
  参考文献：
  名称：

  Design and synthesis of hydroxyethylamine (HEA) BACE-1 inhibitors: Prime side chromane-containing inhibitors

  摘要：

  The structure structure activity relationship of the prime region of conformationally restricted hydroxyethylamine (HEA) BACE inhibitors is described. Variation of the P1' region provided selectivity over Cat-D with a series of 2,2-dioxo-isothiochromanes and optimization of the P2' substituent of chromane-HEA(s) with polar substituents provided improvements in the compound's in vitro permeability. Significant potency gains were observed with small aliphatic substituents such as methyl, n-propyl, and cyclopropyl when placed at the C-2 position of the chromane. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.006
• 作为产物：
  描述：

  4-chromanol 在 叠氮磷酸二苯酯 、 Pd(1,1-bis(diphenylphosphino)ferrocene)₂Cl₂ 、 碘 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 生成 (4S)-4-azido-6-(2,2-dimethylpropyl)-3,4-dihydro-2H-chromene
  参考文献：
  名称：

  Design and synthesis of hydroxyethylamine (HEA) BACE-1 inhibitors: Prime side chromane-containing inhibitors

  摘要：

  The structure structure activity relationship of the prime region of conformationally restricted hydroxyethylamine (HEA) BACE inhibitors is described. Variation of the P1' region provided selectivity over Cat-D with a series of 2,2-dioxo-isothiochromanes and optimization of the P2' substituent of chromane-HEA(s) with polar substituents provided improvements in the compound's in vitro permeability. Significant potency gains were observed with small aliphatic substituents such as methyl, n-propyl, and cyclopropyl when placed at the C-2 position of the chromane. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.006

文献信息

• Acetyl 2-hydroxy-1, 3-diaminoalkanes
  申请人：John Varghese

  公开号：US20070293483A1

  公开（公告）日：2007-12-20

  Disclosed are compounds of the formula: where variables Z, X, R 15 , R 2 , R 3 , and R c are defined herein. Compounds disclosed herein are inhibitors of the beta-secretase enzyme and are therefore useful in the treatment of Alzheimer's disease and other diseases characterized by deposition of A beta peptide in a mammal.

  本发明涉及以下式子的化合物：其中变量Z、X、R15、R2、R3和Rc在此定义。本发明揭示的化合物是β-分泌酶酶的抑制剂，因此在治疗老年痴呆症和其他以A beta肽在哺乳动物中沉积为特征的疾病中有用。
• ACETYL 2-HYDROXY-1,3-DIAMINOALKANES
  申请人：John Varghese

  公开号：US20100145056A1

  公开（公告）日：2010-06-10

  Disclosed are compounds of the formula: where variables Z, X, R 15 , R 2 , R 3 , and R c are defined herein. Compounds disclosed herein are inhibitors of the beta-secretase enzyme and are therefore useful in the treatment of Alzheimer's disease and other diseases characterized by deposition of A beta peptide in a mammal.

  公开了以下式子的化合物：其中变量Z，X，R15，R2，R3和R4在此处定义。本文所披露的化合物是β-分泌酶酶的抑制剂，因此在治疗阿尔茨海默病和其他以A beta肽在哺乳动物中沉积为特征的疾病中有用。
• [EN] 2-AMINO- AND 2-THIO-SUBSTITUTED 1,3-DIAMINOPROPANES<br/>[FR] 1,3-DIAMINOPROPANES A SUBSTITUTION 2-AMINO- ET 2-THIO-
  申请人：ELAN PHARM INC

  公开号：WO2005095326A3

  公开（公告）日：2005-11-10
• US7244725B2
  申请人：——

  公开号：US7244725B2

  公开（公告）日：2007-07-17
• US7544717B2
  申请人：——

  公开号：US7544717B2

  公开（公告）日：2009-06-09