(2R)-1-amino-4-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dichlorophenyl)butan-2-ol | 191673-36-6

• 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: (2R)-1-amino-4-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dichlorophenyl)butan-2-ol
• CAS: 191673-36-6
• 化学式: C₁₆H₂₇Cl₂NO₂Si
• 分子量: 364.387
• InChiKey: BIWPXILGKZKFTI-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R)-1-amino-4-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dichlorophenyl)butan-2-ol 在 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 苯 为溶剂， 生成 2-[(5R)-5-(3,4-dichlorophenyl)-3-(3,4-dimethoxyphenyl)sulfonyl-1,3-oxazolidin-5-yl]ethanol
  参考文献：
  名称：

  Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues

  摘要：

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00093-1
• 作为产物：
  描述：

  在 sodium azide 、 水 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R)-1-amino-4-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dichlorophenyl)butan-2-ol
  参考文献：
  名称：

  Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues

  摘要：

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00093-1

文献信息

• Efficient Synthesis of a Key Intermediate of Neurokinin Receptor Antagonists Using a Bifunctional Asymmetric Catalyst
  作者：Makoto Takamura、Kazuo Yabu、Takahide Nishi、Hiroaki Yanagisawa、Motomu Kanai、Masakatsu Shibasaki

  DOI：10.1055/s-2003-37123

  日期：——

  We report herein an efficient synthetic method for the preparation of 2-[(2R)-arylmorpholin-2-yl]ethanol, a key intermediate of neurokinin receptor antagonists. Catalytic asymmetric cyanosilylation of ketone 3 using titanium complex 4 was employed to introduce the required stereochemistry.

  我们在此报告了一种制备神经激肽受体拮抗剂的关键中间体 2-[(2R)-芳基吗啉-2-基] 乙醇的有效合成方法。使用钛配合物 4 对酮 3 进行催化不对称氰基硅烷化，以引入所需的立体化学。