tert-butyl (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-3a,4,6,6a-tetrahydro-3H-pyrrolo[3,4-c][1,2]oxazole-5-carboxylate | 623582-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-3a,4,6,6a-tetrahydro-3H-pyrrolo[3,4-c][1,2]oxazole-5-carboxylate
• CAS: 623582-43-4
• 化学式: C₁₈H₂₆N₂O₄
• 分子量: 334.415
• InChiKey: GEGUFFTWKHGJPG-JYJNAYRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  62.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-3a,4,6,6a-tetrahydro-3H-pyrrolo[3,4-c][1,2]oxazole-5-carboxylate 在 palladium dihydroxide 氢气 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 (3R,4R)-tert-butyl 3-(benzyloxycarbonyl)amino-4-(hydroxymethyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of Cyclic and Acyclic β-Amino Acids via Chelation-Controlled 1,3-Dipolar Cycloaddition

  摘要：

  Isoxazolidines have been synthesized in diastereomeric excess up to 94% via a MgBr2-induced chelation-controlled 1,3-dipolar cycloaddition reaction with N-hydroxyphenylglycinol as a chiral auxiliary. The diastereomerically pure isoxazolidines were further transformed into cyclic and acyclic beta-amino acid derivatives.

  DOI：

  10.1021/jo034940o
• 作为产物：
  描述：

  烯丙基,2-氧代乙基氨基甲酸叔丁酯 、 (R)-α-(hydroxymethyl)benzylhydroxylamine 在 异丙醇 、 magnesium bromide 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到tert-butyl (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-3a,4,6,6a-tetrahydro-3H-pyrrolo[3,4-c][1,2]oxazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of Cyclic and Acyclic β-Amino Acids via Chelation-Controlled 1,3-Dipolar Cycloaddition

  摘要：

  Isoxazolidines have been synthesized in diastereomeric excess up to 94% via a MgBr2-induced chelation-controlled 1,3-dipolar cycloaddition reaction with N-hydroxyphenylglycinol as a chiral auxiliary. The diastereomerically pure isoxazolidines were further transformed into cyclic and acyclic beta-amino acid derivatives.

  DOI：

  10.1021/jo034940o

文献信息

• 6 SUBSTITUTED 2- HETEROCYCLYLAMINO PYRAZINE COMPOUNDS AS CHK-1 INHIBITORS
  申请人：Braganza John Frederick

  公开号：US20110144084A1

  公开（公告）日：2011-06-16

  The present invention is directed to compounds of formula (I), and pharmaceutically acceptable salts thereof, their synthesis, and their use as CHK-1 inhibitors.

  本发明涉及式（I）化合物及其药学上可接受的盐，它们的合成以及它们作为CHK-1抑制剂的用途。
• 6 SUBSTITUTED 2-HETEROCYCLYLAMINO PYRAZINE COMPOUNDS AS CHK-1 INHIBITORS
  申请人：Pfizer Inc.

  公开号：EP2328890B1

  公开（公告）日：2012-01-25
• Synthesis of Cyclic and Acyclic β-Amino Acids via Chelation-Controlled 1,3-Dipolar Cycloaddition
  作者：Roger Hanselmann、Jiacheng Zhou、Philip Ma、Pat N. Confalone

  DOI：10.1021/jo034940o

  日期：2003.10.1

  Isoxazolidines have been synthesized in diastereomeric excess up to 94% via a MgBr2-induced chelation-controlled 1,3-dipolar cycloaddition reaction with N-hydroxyphenylglycinol as a chiral auxiliary. The diastereomerically pure isoxazolidines were further transformed into cyclic and acyclic beta-amino acid derivatives.