1-(tert-butoxycarbonyl)-2-methyl-4-hydroxy-4-(benzothien-4-yl)piperidine | 324769-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(tert-butoxycarbonyl)-2-methyl-4-hydroxy-4-(benzothien-4-yl)piperidine
• 英文别名: Tert-butyl 4-(1-benzothiophen-4-yl)-4-hydroxy-2-methylpiperidine-1-carboxylate
• CAS: 324769-39-3
• 化学式: C₁₉H₂₅NO₃S
• 分子量: 347.478
• InChiKey: NRNWTKFOPKYLED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  78
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(tert-butoxycarbonyl)-2-methyl-4-hydroxy-4-(benzothien-4-yl)piperidine 在 silica gel 、 钯 、 polyethylenimine 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 (S)-1-((2S,4R)-4-Benzo[b]thiophen-4-yl-2-methyl-piperidin-1-yl)-3-(2-methyl-1H-indol-4-yloxy)-propan-2-ol
  参考文献：
  名称：

  Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 4

  摘要：

  A series of 1-(1H-indol-4-yloxy)-3-(4-arylpiperidinyl)propan-2-ols possessing potent dual 5-HT1A receptor antagonism and serotonin reuptake inhibition was discovered. The fused aryl ring moiety contributed to the robust dual activities irrespective of the regiochemistry associated with its connectivity to the piperidine central ring. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.088
• 作为产物：
  描述：

  4-溴苯并[B]噻吩 、 1-叔丁氧羰基-2-甲基-哌啶酮 在 1,1-二溴乙烷 、 magnesium 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 1-(tert-butoxycarbonyl)-2-methyl-4-hydroxy-4-(benzothien-4-yl)piperidine
  参考文献：
  名称：

  Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 4

  摘要：

  A series of 1-(1H-indol-4-yloxy)-3-(4-arylpiperidinyl)propan-2-ols possessing potent dual 5-HT1A receptor antagonism and serotonin reuptake inhibition was discovered. The fused aryl ring moiety contributed to the robust dual activities irrespective of the regiochemistry associated with its connectivity to the piperidine central ring. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.088

文献信息

• SEROTONERGIC BENZOTHIOPHENES
  申请人：ELI LILLY AND COMPANY

  公开号：EP1204660B1

  公开（公告）日：2004-10-20
• [EN] SEROTONERGIC BENZOTHIOPHENES<br/>[FR] BENZOTHIOPHENES SEROTONINERGIQUES
  申请人：LILLY CO ELI

  公开号：WO2001009126A1

  公开（公告）日：2001-02-08

  The present invention provides serotonergic benzothiophenes of Formula (I), where A, R, R?1, R2, R3, and R4¿ are as described in the specification.
• Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 4
  作者：Vincent P. Rocco、Patrick G. Spinazze、Todd J. Kohn、Nicholas A. Honigschmidt、David L. Nelson、D. Bradley Wainscott、Laura J. Ahmad、Janice Shaw、Penny G. Threlkeld、David T. Wong、Kumiko Takeuchi

  DOI：10.1016/j.bmcl.2004.02.088

  日期：2004.5

  A series of 1-(1H-indol-4-yloxy)-3-(4-arylpiperidinyl)propan-2-ols possessing potent dual 5-HT1A receptor antagonism and serotonin reuptake inhibition was discovered. The fused aryl ring moiety contributed to the robust dual activities irrespective of the regiochemistry associated with its connectivity to the piperidine central ring. (C) 2004 Elsevier Ltd. All rights reserved.