3-ethyl-3,5,5-trimethylmorpholin-2-one | 90017-19-9

• 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: 3-ethyl-3,5,5-trimethylmorpholin-2-one
• 英文别名: 3-ethyl-3,5,5-trimethyl-2-morpholone
• CAS: 90017-19-9
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: KGKBDJTUKBJFEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-ethyl-3,5,5-trimethylmorpholin-2-one 在 lithium aluminium tetrahydride 、 甲烷磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 生成 3-Ethyl-3,5,5-trimethylmorpholine
  参考文献：
  名称：

  Hindered Amines¹. 3,3,5,5-Tetrasubstituted-2-oxomorpholines and Derivatives

  摘要：

  DOI：

  10.1055/s-1984-30746
• 作为产物：
  描述：

  2-((1-羟基-2-甲基丙烷-2-基)氨基)-2-甲基丁酸钠 在 盐酸 、 三乙胺 作用下， 生成 3-ethyl-3,5,5-trimethylmorpholin-2-one
  参考文献：
  名称：

  Hindered Amines¹. 3,3,5,5-Tetrasubstituted-2-oxomorpholines and Derivatives

  摘要：

  DOI：

  10.1055/s-1984-30746

文献信息

• Selective Reductive Elimination at Alkyl Palladium(IV) by Dissociative Ligand Ionization: Catalytic C(sp³ )−H Amination to Azetidines
  作者：Manuel Nappi、Chuan He、William G. Whitehurst、Ben G. N. Chappell、Matthew J. Gaunt

  DOI：10.1002/anie.201800519

  日期：2018.3.12

  A palladium(II)‐catalyzed γ‐C−H amination of cyclic alkyl amines to deliver highly substituted azetidines is reported. The use of a benziodoxole tosylate oxidant in combination with AgOAc was found to be crucial for controlling a selective reductive elimination pathway to the azetidines. The process is tolerant of a range of functional groups, including structural features derived from chiral α‐amino

  据报道，钯（II）催化的环状烷基胺的γ-CH氨基化可提供高度取代的氮杂环丁烷。发现苯并恶唑甲苯磺酸盐氧化剂与AgOAc的结合使用对于控制通往氮杂环丁烷的选择性还原消除途径至关重要。该过程可耐受一系列官能团，包括衍生自手性α-氨基醇的结构特征，并导致对映纯氮杂环丁烷的非对映选择性形成。
• Ligand-assisted palladium-catalyzed C–H alkenylation of aliphatic amines for the synthesis of functionalized pyrrolidines
  作者：Chuan He、Matthew J. Gaunt

  DOI：10.1039/c7sc00468k

  日期：——

  The development of a ligand-assisted Pd-catalyzed C–H alkenylation of aliphatic amines is reported.

  报道了一种配体辅助的Pd催化的脂肪胺的C-H烯基化反应的发展。
• Palladium-catalysed C–H activation of aliphatic amines to give strained nitrogen heterocycles
  作者：Andrew McNally、Benjamin Haffemayer、Beatrice S. L. Collins、Matthew J. Gaunt

  DOI：10.1038/nature13389

  日期：2014.6.5

  highlighted through the development of C−H amination and carbonylation processes, leading to the synthesis of aziridines and β-lactams (respectively), and is suggestive of a generic C−H functionalization platform that could simplify the synthesis of aliphatic secondary amines, a class of small molecules that are particularly important features of many pharmaceutical agents.

  基于未活化 C-H 键的催化功能化的新化学转化的发展有可能显着简化复杂分子的合成。过渡金属催化已成为将这些非反应性键转化为碳-碳和碳-杂原子键的有力工具，但脂肪族 C-H 键的选择性转化仍然是一个挑战。最成功的方法包括“导向基团”，它将金属催化剂定位在特定的 CH 键附近，以便通过环金属化发生 CH 功能化步骤。大多数定向脂肪族 CH 活化过程通过五元环环金属化中间体进行。考虑到由这些中间体引起的新反应的数量，识别不同的环金属化途径似乎可能会导致其他有用的化学转化的发展。在这里，我们报告了通过四元环环钯化途径进行的钯催化的 C-H 键活化模式。这里描述的化学导致与未受保护的仲胺相邻的甲基选择性转化为合成通用的氮杂环。通过开发 C−H 胺化和羰基化过程，导致氮丙啶和 β-内酰胺（分别）的合成，突出了这种以前未知的键断开的范围，并暗示了可以简化的通用 C−H 功能化平台脂肪族仲胺的合成，
• Polysubstituted 2-morpholones
  申请人：——

  公开号：US04528370A1

  公开（公告）日：1985-07-09

  An essentially single stage reaction has been discovered in which a disubstituted ethanolamine, that is, a 2,2'-substituted-2-aminoethanol, may be reacted with a haloform and a carbonyl containing compound selected from the group consisting of monoketones and benzaldehyde, in the presence of an alkali metal hydroxide, and optionally in the presence of a phase transfer catalyst, to produce an alkali metal hydroxyethylaminoacetate ("HEAA") which has N-adjacent C atoms on which there are a total of at least three substituents (hence "polysubstituted"), and one or both pairs of substituents on each N-adjacent C atom may be cyclized. The HEAA may be cyclized by the action of a mineral acid to produce a 2-morpholone hydrochloride which is characterized by having a total of at least three substituents on the N-adjacent C atoms of the ring. The 2-morpholone so produced may be reduced to a polysubstituted aminodiol. The aminodiol so produced may be cyclized with an alkane sulfonic acid to yield a polysubstituted morpholine which could not otherwise have been made. The aminodiol may also be alkylated to produce diethers with polysubstituted N-adjacent C atoms. If the aminodiol is tosylated, a polysubstituted crown ether is produced with plural polyalkylene groups. The foregoing HEAA and related compounds are used as u-v light stabilizers in novel compositions in which a small but effective amount of one or more of the HEAA and related compounds is incorporated, in an amount sufficient to produce desirable stabilization against degradation by u-v light in a wide variety of organic materials.

  一种基本单阶段反应已被发现，其中可以在碱金属氢氧化物的存在下，可选地在相转移催化剂的存在下，将二取代乙醇胺（即2,2'-取代-2-氨基乙醇）与卤代甲烷和含羰基化合物（所选自单酮和苯甲醛的组）反应，以产生具有N-相邻C原子的烷基金属羟乙基氨基乙酸盐（“HEAA”），其上至少有三个取代基（因此“多取代”），并且每个N-相邻C原子上的一个或两个取代基对可以被环化。该HEAA可以通过矿酸作用来环化，从而产生2-吗啉酮盐酸盐，其特征在于环上的N-相邻C原子上至少有三个取代基。由此产生的2-吗啉酮可以还原为多取代氨基二醇。所产生的氨基二醇可以与烷磺酸环化，产生多取代吗啉，否则无法制备。氨基二醇也可以烷基化，产生具有多取代N-相邻C原子的二醚。如果对氨基二醇进行磺酰化，则产生具有复数聚烷基链的多取代冠醚。上述HEAA和相关化合物被用作新型组合物中的紫外光稳定剂，在其中包含一种或多种HEAA和相关化合物的少量但有效量，以产生对各种有机材料的紫外光降解的理想稳定性。
• Heterocyclic alkoxyamines as regulators in controlled radical polymerization processes
  申请人：——

  公开号：US20030125494A1

  公开（公告）日：2003-07-03

  The present invention is aimed at a process for controlled polymerization of ethylenically unsaturated monomers in the presence of heterocyclic sterically hindered alkoxyamine compounds. The intermediate N-oxyl derivatives, a composition of the N-oxyl derivatives with ethylenically unsaturated monomers and a free radical initiator, as well as a process for polymerization are also subjects of the present invention. Still further subjects of the invention are novel amine precursors and a novel process for manufacturing 5-ring heterocyclic amines.

  本发明旨在提供一种在杂环立体位阻烷氧胺化合物存在下的乙烯基不饱和单体控制聚合的方法。中间体N-氧化物衍生物，N-氧化物衍生物与乙烯基不饱和单体和自由基引发剂的组合物，以及聚合的方法也是本发明的主题。本发明的其他主题是新的胺前体和一种制造5-环杂环胺的新方法。