(S)-benzyl (2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-ylmethyl)carbamate | 950751-54-9

• 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)-benzyl (2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-ylmethyl)carbamate
• 英文别名: benzyl N-[[(2R)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-yl]methyl]carbamate
• CAS: 950751-54-9
• 化学式: C₂₀H₂₀N₂O₂
• 分子量: 320.391
• InChiKey: OXTMMFIXDNQAEG-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-benzyl (2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-ylmethyl)carbamate 在 sodium dihydrogenphosphate 作用下， 以 乙二醇 为溶剂， 反应 45.0h， 生成 (S)-benzyl ({9-[4-(phenylamino)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-yl}methyl)carbamate
  参考文献：
  名称：

  One-Step Synthesis of Heteroaromatic-Fused Pyrrolidines via Cyclopropane Ring-Opening Reaction:  Application to the PKCβ Inhibitor JTT-010

  摘要：

  A ring-opening reaction of cyclopropanes with five-membered heteroaromatics having a leaving group at C(2) was found to provide heteroaromatic-fused pyrrolidines in one step. This reaction was successfully applied to the synthesis of the protein kinase C-beta inhibitor JTT-010, which possesses a dihydropyrrolo[1,2-a]indole core.

  DOI：

  10.1021/ol071336h
• 作为产物：
  描述：

  (S)-2-(2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-ylmethyl)isoindole-1,3-dione 在 potassium carbonate 、 一水合肼 作用下， 以 甲苯 为溶剂， 反应 7.5h， 生成 (S)-benzyl (2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-ylmethyl)carbamate
  参考文献：
  名称：

  One-Step Synthesis of Heteroaromatic-Fused Pyrrolidines via Cyclopropane Ring-Opening Reaction:  Application to the PKCβ Inhibitor JTT-010

  摘要：

  A ring-opening reaction of cyclopropanes with five-membered heteroaromatics having a leaving group at C(2) was found to provide heteroaromatic-fused pyrrolidines in one step. This reaction was successfully applied to the synthesis of the protein kinase C-beta inhibitor JTT-010, which possesses a dihydropyrrolo[1,2-a]indole core.

  DOI：

  10.1021/ol071336h

文献信息

• One-Step Synthesis of Heteroaromatic-Fused Pyrrolidines via Cyclopropane Ring-Opening Reaction:  Application to the PKCβ Inhibitor JTT-010
  作者：Masahiro Tanaka、Minoru Ubukata、Takafumi Matsuo、Katsutaka Yasue、Katsuya Matsumoto、Yasuyuki Kajimoto、Takashi Ogo、Takashi Inaba

  DOI：10.1021/ol071336h

  日期：2007.8.1

  A ring-opening reaction of cyclopropanes with five-membered heteroaromatics having a leaving group at C(2) was found to provide heteroaromatic-fused pyrrolidines in one step. This reaction was successfully applied to the synthesis of the protein kinase C-beta inhibitor JTT-010, which possesses a dihydropyrrolo[1,2-a]indole core.