ditert-butyl (1R)-1-(2-aminoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2,9-dicarboxylate | 1448550-20-6

• 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: ditert-butyl (1R)-1-(2-aminoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2,9-dicarboxylate
• CAS: 1448550-20-6
• 化学式: C₂₃H₃₃N₃O₄
• 分子量: 415.533
• InChiKey: QQGMMBQERRRNCH-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  86.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ditert-butyl (1R)-1-(2-aminoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2,9-dicarboxylate 、 (Z)-dec-5-enedial 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲酸 为溶剂， 生成
  参考文献：
  名称：

  First Total Synthesis and Absolute Configuration of Keramamine C

  摘要：

  Asymmetric first total synthesis of keramamine C, a tetrahydro-beta-carboline alkaloid from an Okinawan marine sponge Amphimedon sp., has been accomplished with the Bischler-Napieralski reaction and the Noyori catalytic asymmetric hydrogen-transfer reaction. The absolute configuration of keramamine C was elucidated to be 1R from comparison of the H-1 and C-13 NMR, CD spectral data and [alpha](D), values of synthetic and natural keramamine C, respectively.

  DOI：

  10.3987/com-12-s(n)123
• 作为产物：
  描述：

  ditert-butyl (1R)-1-[2-(1,3-dioxoisoindol-2-yl)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-2,9-dicarboxylate 在 肼 作用下， 以 二氯甲烷 为溶剂， 生成 ditert-butyl (1R)-1-(2-aminoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2,9-dicarboxylate
  参考文献：
  名称：

  First Total Synthesis and Absolute Configuration of Keramamine C

  摘要：

  Asymmetric first total synthesis of keramamine C, a tetrahydro-beta-carboline alkaloid from an Okinawan marine sponge Amphimedon sp., has been accomplished with the Bischler-Napieralski reaction and the Noyori catalytic asymmetric hydrogen-transfer reaction. The absolute configuration of keramamine C was elucidated to be 1R from comparison of the H-1 and C-13 NMR, CD spectral data and [alpha](D), values of synthetic and natural keramamine C, respectively.

  DOI：

  10.3987/com-12-s(n)123

文献信息

• First Total Synthesis and Absolute Configuration of Keramamine C
  作者：Jun'ichi Kobayashi、Haruaki Ishiyama、Yuta Mori、Takashi Matsumoto

  DOI：10.3987/com-12-s(n)123

  日期：——

  Asymmetric first total synthesis of keramamine C, a tetrahydro-beta-carboline alkaloid from an Okinawan marine sponge Amphimedon sp., has been accomplished with the Bischler-Napieralski reaction and the Noyori catalytic asymmetric hydrogen-transfer reaction. The absolute configuration of keramamine C was elucidated to be 1R from comparison of the H-1 and C-13 NMR, CD spectral data and [alpha](D), values of synthetic and natural keramamine C, respectively.