2-甲基-2-丙基(2R,3R)-3-甲基-2-氮丙啶羧酸酯 | 609817-15-4

• 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
• 中文名称: 2-甲基-2-丙基(2R,3R)-3-甲基-2-氮丙啶羧酸酯
• 英文名称: tert-butyl (2R,3R)-3-methylaziridine-2-carboxylate
• CAS: 609817-15-4
• 化学式: C₈H₁₅NO₂
• 分子量: 157.213
• InChiKey: AMNHGLOBGIPOMF-PHDIDXHHSA-N

物化性质

• 沸点：
  186.5±33.0 °C(Predicted)
• 密度：
  1.004±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  48.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲基-2-丙基(2R,3R)-3-甲基-2-氮丙啶羧酸酯 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8
• 作为产物：
  描述：

  巴豆酸叔丁酯 在 palladium on activated charcoal potassium dioxotetrahydroxoosmate(VI) 、 次氯酸叔丁酯 、 potassium tert-butylate 、 氢气 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 2-甲基-2-丙基(2R,3R)-3-甲基-2-氮丙啶羧酸酯
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8

文献信息

• Dimerization and Isomerization Reactions of α-Lithiated Terminal Aziridines
  作者：David M. Hodgson、Philip G. Humphreys、Steven M. Miles、Christopher A. J. Brierley、John G. Ward

  DOI：10.1021/jo701901t

  日期：2007.12.1

  The scope of dimerization and isomerization reactions of α-lithiated terminal aziridines is detailed. Regio- and stereoselective deprotonation of simple terminal aziridines with lithium 2,2,6,6-tetramethylpiperidide (LTMP) or lithium dicyclohexylamide (LiNCy2) generates trans-α-lithiated terminal aziridines. These latter species can then undergo dimerization or isomerization reactions depending on

  详细描述了α-锂化的末端氮丙啶的二聚和异构化反应的范围。用2,2,6,6-四甲基哌啶锂（LTMP）或二环己酰胺锂（LiNCy 2）对简单的末端氮丙啶进行区域和立体选择性去质子化，生成反式-α-锂化的末端氮丙啶。然后，根据N-保护基团的性质，这些后面的物质可以进行二聚或异构化反应。带有N-烷氧羰基（Boc）保护的α-锂化的末端氮丙啶经过N-到C- [1,2]的迁移，得到NH反式-叠氮基酯。相反，带有N-有机磺酰基的氮丙啶[叔丁基磺酰基（Bus）]保护剂进行快速二聚，生成2-烯-1,4-二胺；如果存在侧链烯烃，则进行非对映选择性环丙烷化，生成2-氨基双环[3.1.0]己烷。所有这些反应都被用作制备合成和生物学重要靶标的关键步骤。
• Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors
  作者：Michael A. Letavic、John T. Barberia、Thomas J. Carty、Joel R. Hardink、Jennifer Liras、Lori L. Lopresti-Morrow、Peter G. Mitchell、Mark C. Noe、Lisa M. Reeves、Sheri L. Snow、Ethan J. Stam、Francis J. Sweeney、Marcie L. Vaughn、Chul H. Yu

  DOI：10.1016/s0960-894x(03)00666-8

  日期：2003.10

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.