N--N-methyl-hydroxylamin | 30988-30-8

• 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: N--N-methyl-hydroxylamin
• 英文别名: benzyl N-[2-[hydroxy(methyl)amino]-2-oxoethyl]carbamate
• CAS: 30988-30-8
• 化学式: C₁₁H₁₄N₂O₄
• 分子量: 238.243
• InChiKey: QCFRYZHPNJKMHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N--N-methyl-hydroxylamin 在 2,4,5,6-四(9H-咔唑-9-基)异酞腈 、 sodium carbonate 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 生成
  参考文献：
  名称：

  Photocatalytic C(sp3)‐H gem‐Difluoroallylation and Alkylation with Alkenes via a Base‐Assisted Formal 1,2‐Hydrogen Atom Transfer of Amidyl Radicals

  摘要：

  Comprehensive SummaryCompared to well‐established 1,5‐HAT of N‐centered radicals, the synthetic applications of 1,2‐HAT process were scarce due to the high barrier and constrained three‐membered transition state. Here, we have developed a novel C(sp3)‐H gem‐difluoroallylation via a base assisted formal 1,2‐HAT of amidyl radicals with the reductive quenching cycle of photocatalyst. This transformation enables the efficient formation of α‐aminoalkyl radicals via 1,2‐HAT and showcases good functional group tolerance. Our preliminary mechanistic experiments, along with Density Functional Theory (DFT) calculations demonstrate the feasibility of 1,2‐HAT of amidyl radicals, especially when assisted by a base. Furthermore, our method also succeeds in the Giese addition of electron‐deficient alkenes as well as styrene.

  DOI：

  10.1002/cjoc.202400122
• 作为产物：
  描述：

  N-(benzyloxycarbonyl)glycyl chloride 、 N-甲基羟胺盐酸盐 在 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 生成 N--N-methyl-hydroxylamin
  参考文献：
  名称：

  Photocatalytic C(sp3)‐H gem‐Difluoroallylation and Alkylation with Alkenes via a Base‐Assisted Formal 1,2‐Hydrogen Atom Transfer of Amidyl Radicals

  摘要：

  Comprehensive SummaryCompared to well‐established 1,5‐HAT of N‐centered radicals, the synthetic applications of 1,2‐HAT process were scarce due to the high barrier and constrained three‐membered transition state. Here, we have developed a novel C(sp3)‐H gem‐difluoroallylation via a base assisted formal 1,2‐HAT of amidyl radicals with the reductive quenching cycle of photocatalyst. This transformation enables the efficient formation of α‐aminoalkyl radicals via 1,2‐HAT and showcases good functional group tolerance. Our preliminary mechanistic experiments, along with Density Functional Theory (DFT) calculations demonstrate the feasibility of 1,2‐HAT of amidyl radicals, especially when assisted by a base. Furthermore, our method also succeeds in the Giese addition of electron‐deficient alkenes as well as styrene.

  DOI：

  10.1002/cjoc.202400122

文献信息

• 3-Hydroxyhydantoine: Eine neue Klasse cyclisch diacylierter Hydroxylamine
  作者：P. Fankhauser、M. Brenner

  DOI：10.1002/hlca.19700530845

  日期：——

  3-Hydroxyhydantoins, representing a new class of compounds, are easily accessible from esters of α-isocyanato fatty acids and hydroxylamine via esters of α-hydroxyureido fatty acids. Structural assignment is based on Exner correlations of infrared spectra and other physical data. Chemical properties are as expected from those of hydantoins.

  代表一类新型化合物的3-羟基乙内酰脲很容易从α-异氰酸根合脂肪酸酯和羟胺经由α-羟基脲基脂肪酸的酯中获得。结构分配基于红外光谱和其他物理数据的Exner相关性。化学性质与乙内酰脲的化学性质相同。
• Synthesis and biological evaluation of lipophilic iron chelators as protective agents from oxidative stress
  作者：Eylon Yavin、Raghavendra Kikkiri、Shosh Gil、Rina Arad-Yellin、Ephraim Yavin、Abraham Shanzer

  DOI：10.1039/b507385p

  日期：——

  Lipophilic FeIII chelators were synthesized and shown to protect oligodendrial cells from oxidative damage induced by FeIII and hydrogen peroxide.

  研究人员合成了亲脂性 FeIII 螯合剂，并证明它能保护少突胶质细胞免受 FeIII 和过氧化氢诱导的氧化损伤。