[(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethyl]-((R)-7-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-carbamic acid tert-butyl ester | 121489-28-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: [(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethyl]-((R)-7-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]-N-[(2R)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate
• CAS: 121489-28-9
• 化学式: C₂₃H₂₈ClNO₄
• 分子量: 417.933
• InChiKey: VVLSRRNZBJETAC-CTNGQTDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  70
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethyl]-((R)-7-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-carbamic acid tert-butyl ester 在 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 10.0h， 生成 SR 58611A
  参考文献：
  名称：

  Synthesis and β-adrenergic activity of atypical β-adrenergic phenylethanolaminotetralin stereoisomers

  摘要：

  A series of substituted phenylethanolaminotetralins were synthesized as pure stereoisomers and their ability to stimulate atypical beta-adrenoceptors selectively was evaluated. The compounds in vitro relative potencies were assessed using the atypical beta response of inhibition of rat proximal colon motility and the typical beta 1 (increase in guinea-pig right atrial frequency) and beta 2 (guinea-pig tracheal relaxation and rat uterus motility inhibition) responses. Compound 42 (SR 58611A) was found to be the most potent and selective.

  DOI：

  10.1016/0223-5234(94)90095-7
• 作为产物：
  描述：

  (R)-2-氨基-7-羟基四氢化萘 在 dimethyl sulfide borane 、 TEA 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 [(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethyl]-((R)-7-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and β-adrenergic activity of atypical β-adrenergic phenylethanolaminotetralin stereoisomers

  摘要：

  A series of substituted phenylethanolaminotetralins were synthesized as pure stereoisomers and their ability to stimulate atypical beta-adrenoceptors selectively was evaluated. The compounds in vitro relative potencies were assessed using the atypical beta response of inhibition of rat proximal colon motility and the typical beta 1 (increase in guinea-pig right atrial frequency) and beta 2 (guinea-pig tracheal relaxation and rat uterus motility inhibition) responses. Compound 42 (SR 58611A) was found to be the most potent and selective.

  DOI：

  10.1016/0223-5234(94)90095-7

文献信息

• Procédé pour la O-alkylation de N-(hydroxy)aralkylphényléthanolamines
  申请人：SANOFI

  公开号：EP0303546B1

  公开（公告）日：1994-12-28