methyl (3S)-1'-benzylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-piperidine]-3-carboxylate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: methyl (3S)-1'-benzylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-piperidine]-3-carboxylate
• 化学式: C₂₄H₂₇N₃O₂
• 分子量: 389.497
• InChiKey: FMKZPYAVQWBLSF-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苄基哌啶酮 、 Fmoc-L-色氨酸 生成 methyl (3S)-1'-benzylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-piperidine]-3-carboxylate
  参考文献：
  名称：

  Liquid-phase parallel synthesis of tetrahydro-β-carbolines

  摘要：

  Parallel synthesis of beta-carbolines on soluble polyethylene glycol (PEG-OH) support is demonstrated. One-pot condensation of polymer-bound tryptophan residues with various aldehydes and ketones has been carried out in the presence of p-TSA as a catalyst to deliver immobilized 1,2,3,4-tetrahydro-beta-carbolines. Subsequent disengagement of the appendant from the polymer support afforded the desired products in good yield and acceptable purity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01100-6

文献信息

• Liquid-phase parallel synthesis of tetrahydro-β-carbolines
  作者：Wen-Ben Yeh、Mei-Jung Lin、Chung-Ming Sun

  DOI：10.1016/s0040-4039(03)01100-6

  日期：2003.6

  Parallel synthesis of beta-carbolines on soluble polyethylene glycol (PEG-OH) support is demonstrated. One-pot condensation of polymer-bound tryptophan residues with various aldehydes and ketones has been carried out in the presence of p-TSA as a catalyst to deliver immobilized 1,2,3,4-tetrahydro-beta-carbolines. Subsequent disengagement of the appendant from the polymer support afforded the desired products in good yield and acceptable purity. (C) 2003 Elsevier Science Ltd. All rights reserved.