(3S,6S)-isopropyl 3,4-dimethyl-2,5-dioxo-6-(2,4,5-trimethoxy-3-methylbenzyl)piperazine-1-carboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3S,6S)-isopropyl 3,4-dimethyl-2,5-dioxo-6-(2,4,5-trimethoxy-3-methylbenzyl)piperazine-1-carboxylate
• 英文别名: propan-2-yl (3S,6S)-3,4-dimethyl-2,5-dioxo-6-[(2,4,5-trimethoxy-3-methylphenyl)methyl]piperazine-1-carboxylate
• 化学式: C₂₁H₃₀N₂O₇
• 分子量: 422.478
• InChiKey: VGKSOQHGXZPIJC-ZFWWWQNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  94.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3S,6S)-isopropyl 3,4-dimethyl-2,5-dioxo-6-(2,4,5-trimethoxy-3-methylbenzyl)piperazine-1-carboxylate 在 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 propan-2-yl (3S,6S)-2-hydroxy-3,4-dimethyl-5-oxo-6-[(2,4,5-trimethoxy-3-methylphenyl)methyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Preparation of Chiral Right-Half Models of Antitumor Bistetrahydroisoquinolinequinone Natural Products

  摘要：

  The preparation of chiral right-half model compounds of bistetrahydroisoquinolinequinone natural products having a lactam carbonyl group (-)-1 or an aminonitrile group (+)-2 from (-)-14 was presented. The crucial steps of this synthesis include the N-methylation of compound (-)-12 and ring closure to generate (-)-19a without any epimerization at C-2.(1)

  DOI：

  10.3987/com-18-s(t)88
• 作为产物：
  描述：

  (S)-1,4-diacetyl-3-methylpiperazine-2,5-dione 在 4-二甲氨基吡啶 、 硫酸 、 palladium 10% on activated carbon 、 potassium tert-butylate 、 氢气 、 sodium hydride 、 potassium carbonate 、 一水合肼 、 三乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 、 叔丁醇 为溶剂， 反应 36.01h， 生成 (3S,6S)-isopropyl 3,4-dimethyl-2,5-dioxo-6-(2,4,5-trimethoxy-3-methylbenzyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Preparation of Chiral Right-Half Models of Antitumor Bistetrahydroisoquinolinequinone Natural Products

  摘要：

  The preparation of chiral right-half model compounds of bistetrahydroisoquinolinequinone natural products having a lactam carbonyl group (-)-1 or an aminonitrile group (+)-2 from (-)-14 was presented. The crucial steps of this synthesis include the N-methylation of compound (-)-12 and ring closure to generate (-)-19a without any epimerization at C-2.(1)

  DOI：

  10.3987/com-18-s(t)88

文献信息

• Preparation of Chiral Right-Half Models of Antitumor Bistetrahydroisoquinolinequinone Natural Products
  作者：Naoki Saito、Yuuki Senbonmatsu、Shinya Kimura、Megumi Akiba、Shingo Ando

  DOI：10.3987/com-18-s(t)88

  日期：——

  The preparation of chiral right-half model compounds of bistetrahydroisoquinolinequinone natural products having a lactam carbonyl group (-)-1 or an aminonitrile group (+)-2 from (-)-14 was presented. The crucial steps of this synthesis include the N-methylation of compound (-)-12 and ring closure to generate (-)-19a without any epimerization at C-2.(1)