((S)-7-{tert-Butoxycarbonyl-[(R)-2-(3-chloro-phenyl)-2-hydroxy-ethyl]-amino}-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-acetic acid ethyl ester | 121524-14-9

• 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: ((S)-7-{tert-Butoxycarbonyl-[(R)-2-(3-chloro-phenyl)-2-hydroxy-ethyl]-amino}-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-acetic acid ethyl ester
• 英文别名: Acetic acid, [[7-[[2-(3-chlorophenyl)-2-hydroxyethyl][(1,1-dimethylethoxy)carbonyl]amino]-5,6,7,8-tetrahydro-2-naphthalenyl]oxy]-, ethyl ester, [R-(R*,S*)]-；ethyl 2-[[(7S)-7-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]acetate
• CAS: 121524-14-9
• 化学式: C₂₇H₃₄ClNO₆
• 分子量: 504.023
• InChiKey: PWNRZAYOBNOENF-UPVQGACJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ((S)-7-{tert-Butoxycarbonyl-[(R)-2-(3-chloro-phenyl)-2-hydroxy-ethyl]-amino}-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-acetic acid ethyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-<(2S)-7-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphth-2-yl>-(2R)-2-(3-chlorophenyl)-2-hydroxyethanamine
  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：

  (S)-2-氨基-7-羟基四氢化萘 在 dimethyl sulfide borane 、 TEA 、 potassium carbonate 、 (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 、 丙酮 为溶剂， 反应 18.0h， 生成 ((S)-7-{tert-Butoxycarbonyl-[(R)-2-(3-chloro-phenyl)-2-hydroxy-ethyl]-amino}-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-acetic acid ethyl 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

• Synthesis and β-adrenergic activity of atypical β-adrenergic phenylethanolaminotetralin stereoisomers
  作者：R Cecchi、T Croci、R Boigegrain、S Boveri、M Baroni、G Boccardi、JP Guimbard、U Guzzi

  DOI：10.1016/0223-5234(94)90095-7

  日期：1994.1

  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.