(2R,5R)-1-aza-2-(tert-butyl)-3-oxa-6,8-dioxobicyclo[3.3.0]octane | 161159-43-9

• 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: (2R,5R)-1-aza-2-(tert-butyl)-3-oxa-6,8-dioxobicyclo[3.3.0]octane
• 英文别名: (2R,5R)-2-tert-butyl-6,8-dioxo-1-aza-3-oxabicyclo-[3.3.0]octane；(3R,7aR)-3-tert-butyl-3,7a-dihydro-1H-pyrrolo[1,2-c][1,3]oxazole-5,7-dione
• CAS: 161159-43-9
• 化学式: C₁₀H₁₅NO₃
• 分子量: 197.234
• InChiKey: GRKIDWQKDGJIOA-HZGVNTEJSA-N

物化性质

• 熔点：
  147-149 °C
• 沸点：
  344.861±42.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.194±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,5R)-1-aza-2-(tert-butyl)-3-oxa-6,8-dioxobicyclo[3.3.0]octane 、 苯硼酸 在 吡啶 、 lead(IV) acetate 、 mercury(II) diacetate 作用下， 生成 (2R,5R)-2-tert-Butyl-6,8-dioxo-7,7-diphenyl-1-aza-3-oxabicyclo[3.3.0]octane
  参考文献：
  名称：

  Andrews, Mark D.; Brewster, Andrew G.; Crapnell, Katherine M., Journal of the Chemical Society. Perkin transactions I, 1998, # 2, p. 223 - 235

  摘要：

  DOI：
• 作为产物：
  描述：

  (2R,5R)-1-aza-2-(tert-butyl)-5-methoxycarbonyl-3-oxa-6,8-dioxobicyclo[3.3.0]octane 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 13.0h， 生成 (2R,5R)-1-aza-2-(tert-butyl)-3-oxa-6,8-dioxobicyclo[3.3.0]octane
  参考文献：
  名称：

  Dieckmann环封闭中产生四甲酸的化学选择性的控制

  摘要：

  一种有效的策略，用于控制Dieckmann环封闭中的化学选择性，从而导致衍生自四氢呋喃酸 丝氨酸 和 α-甲基丝氨酸 据报道，这提供了从常见起始原料到各种取代体系的途径。

  DOI：

  10.1039/c1ob05816a

文献信息

• [EN] ANTIMICROBIAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIMICROBIENS
  申请人：ISIS INNOVATION

  公开号：WO2014001782A1

  公开（公告）日：2014-01-03

  The present invention relates to certain tetramic acid derivatives and, in particular, bicyclic tetramic acid derivatives that are suitable for use in the preparation and development of antimicrobial (e.g. antibacterial or antifungal) compositions.The present invention also relates to the use of such compounds as antimicrobial (e.g. antibacterial or antifungal agents) and, in particular, as topical antibacterial or antifungal agents.

  本发明涉及某些四元酸衍生物，特别是适用于制备和开发抗微生物（例如抗菌或抗真菌）组合物的双环四元酸衍生物。本发明还涉及将这些化合物用作抗微生物（例如抗菌或抗真菌剂），特别是用作局部抗菌或抗真菌剂的用途。
• Control of chemoselectivity in Dieckmann ring closures leading to tetramic acids
  作者：Yong-Chul Jeong、Muhammad Anwar、Tuan Minh Nguyen、Benjamin Song Wei Tan、Christina Li Lin Chai、Mark G. Moloney

  DOI：10.1039/c1ob05816a

  日期：——

  An efficient strategy for the control of the chemoselectivity in Dieckmann ring closures leading to tetramic acids derived from serine and α-methyl serine is reported, and this provides pathways to diversely substituted systems from a common starting material.

  一种有效的策略，用于控制Dieckmann环封闭中的化学选择性，从而导致衍生自四氢呋喃酸 丝氨酸 和 α-甲基丝氨酸 据报道，这提供了从常见起始原料到各种取代体系的途径。
• A concise approach to functionalised, homochiral tetramic acids
  作者：Mark D. Andrews、Andrew Brewster、Mark G. Moloney

  DOI：10.1016/0957-4166(94)80117-7

  日期：1994.8

  Dieckmann cyclisation of homochiral N-acyloxazolidines derived from serine gives good to excellent yields of alpha,alpha-disubstituted tetramic acid derivatives.
• ANTIMICROBIAL COMPOUNDS
  申请人：ISIS INNOVATION LIMITED

  公开号：US20150313233A1

  公开（公告）日：2015-11-05

  The present invention relates to certain tetramic acid derivatives and, in particular, bicyclic tetramic acid derivatives that are suitable for use in the preparation and development of antimicrobial (e.g. antibacterial or antifungal) compositions. The present invention also relates to the use of such compounds as antimicrobial (e.g. antibacterial or antifungal agents) and, in particular, as topical antibacterial or antifungal agents.
• ANTIMICROBIIAL COMPOUNDS
  申请人：Isis Innovation Limited

  公开号：US20170066784A1

  公开（公告）日：2017-03-09

  The present invention relates to certain tetramic acid derivatives and, in particular, bicyclic tetramic acid derivatives that are suitable for use in the preparation and development of antimicrobial (e.g. antibacterial or antifungal) compositions. The present invention also relates to the use of such compounds as antimicrobial (e.g. antibacterial or antifungal agents) and, in particular, as topical antibacterial or antifungal agents.

表征谱图