methyl 2-((5,5-dimethyl-3-oxocyclohex-1-en-1-yl)amino)acetate | 81079-36-9

• 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: methyl 2-((5,5-dimethyl-3-oxocyclohex-1-en-1-yl)amino)acetate
• 英文别名: 3-N-carbomethoxymethylamino-5,5-dimethylcyclohex-2-enone；methyl N-(5,5-dimethyl-3-oxocyclohexenyl)glycinate；Methyl 2-[(5,5-dimethyl-3-oxocyclohexen-1-yl)amino]acetate
• CAS: 81079-36-9
• 化学式: C₁₁H₁₇NO₃
• 分子量: 211.261
• InChiKey: SDJKKFZGKPNGRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-((5,5-dimethyl-3-oxocyclohex-1-en-1-yl)amino)acetate 在 磺酰氯 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以16%的产率得到(2-Chloro-5,5-dimethyl-3-oxo-cyclohex-1-enylamino)-acetic acid methyl ester
  参考文献：
  名称：

  Habermehl, Gerhard G.; Wippermann, Irene; Krebs, Hans Chr., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1991, vol. 46, # 10, p. 1415 - 1420

  摘要：

  DOI：
• 作为产物：
  描述：

  甘氨酸甲酯盐酸盐 、 5,5-二甲基-1,3-环己二酮 在 sodium sulfate 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以90%的产率得到methyl 2-((5,5-dimethyl-3-oxocyclohex-1-en-1-yl)amino)acetate
  参考文献：
  名称：

  Diels–Alder Construction of Regiodifferentiated meta-Amino Phenols and Derivatives

  摘要：

  Synthetic access to regiodifferentiated meta-amino phenols is described. The strategy relies upon distinct deprotonation conditions to afford regioisomeric thermodynamic and kinetic dienes that undergo a tandem Diels-Alder and retro-Diels-Alder sequence with assorted acetylenic dienophiles to afford a range of aromatic products.

  DOI：

  10.1021/ol4034447

文献信息

• Reactions between enaminones and enones. Part 2. C versus N-Alkylation with cyclohex-2-enone. Structure confirmation by reduction of a dienaminone derivative of dehydrated dimedone dimer
  作者：Ibrahim Chaaban、John V. Greenhill、Mohamed Ramli

  DOI：10.1039/p19810003120

  日期：——

  Primary and secondary enaminones derived from cyclohexane-1,3-dione, dimedone, and acetylacetone react with cyclohexenone to give exclusively C-alkylated derivatives. In every case the products form carbinolamines which exist as 1-hydroxy-2-azacyclo[3.3.1]nonenes. This was confirmed in some examples by formation of an extra ring between nitrogen and oxygen. A series of dienaminones were prepared from

  衍生自环己烷-1，3-二酮，二甲酮和乙酰丙酮的伯和仲烯胺酮与环己烯酮反应，仅得到C-烷基化衍生物。在每种情况下，产物形成甲醇胺，它们以1-羟基-2-氮杂环[3.3.1]壬烯的形式存在。在一些实例中，这通过在氮和氧之间形成额外的环来证实。由2-（5,5-二甲基-3-氧代环己基-1-烯基）-5,5-二甲基环己烷-1,3-二酮制备了一系列的二烯酮，并将其中一个还原成与其相同的氮杂烯酮。C-烷基化。
• Photorearrangement of N-alkanoyl β-enaminones. Application to the synthesis of α-amino-β,γ-unsaturated acid derivatives
  作者：Aïcha Amougay、Olivier Letsch、Jean-Pierre Pete、Olivier Piva

  DOI：10.1016/0040-4020(95)01090-4

  日期：1996.2

  spiranic β-lactams which undergo CN bond cleavage during chromatography on alumina giving cycloalkenones functionalized at position 3. This new rearrangement has been applied to the synthesis of α-amino-β,γ-unsaturated amides in one step and gives convenient yields.

  N-链烷醇-β-烯胺的辐射导致形成螺环的β-内酰胺，在氧化铝色谱上进行CN键裂解，生成在3位官能化的环烯酮。这种新的重排方法已应用于α-氨基的合成一步合成-β，γ-不饱和酰胺，收率方便。
• [EN] IMINO COMPOUNDS AS PROTECTING AGENTS AGAINST ULTRAVIOLET RADIATIONS<br/>[FR] COMPOSÉS IMINO COMME AGENTS PROTECTEURS CONTRE RAYONNEMENTS ULTRAVIOLETS
  申请人：ELKIMIA

  公开号：WO2013181741A1

  公开（公告）日：2013-12-12

  The present invention relates to compounds having the general Formula I: which absorb UV radiations and protect biological materials as well as non-biological materials from damaging exposure to UV radiations. The present invention also relates to formulations and compositions comprising such compounds for use in absorbing UV radiations and in protecting biological materials as well as non-biological materials against UV radiations.

  本发明涉及具有一般式I的化合物：吸收紫外辐射并保护生物材料以及非生物材料免受紫外辐射的损害。本发明还涉及包含这种化合物的配方和组合物，用于吸收紫外辐射并保护生物材料以及非生物材料免受紫外辐射的损害。
• Reaction of Enaminones with Benzyltrimethylammmonium Dichloroiodate.
  作者：Kiezo MATSUO、Shigetoshi ISHIDA、Yoshiro TAKUNO

  DOI：10.1248/cpb.42.1149

  日期：——

  Reaction of enaminones with benzyltrimethylammonium dichloroiodate (BTMA·ICl2) in methylene chloride-methanol in the presence of sodium bicarbonate at room temperature gave iodinated products at the α-position of the carbonyl group in good yields within 1 h.

  在二氯甲烷-甲醇中，在碳酸氢钠存在下，在室温下使烯丙酮与二氯碘酸苄基三甲基铵（BTMA-ICl2）反应，在 1 小时内得到羰基 α 位的碘化产物，收率很高。
• IMINO COMPOUNDS AS PROTECTING AGENTS AGAINTS ULTRAVIOLET RADIATIONS
  申请人：Elkimia

  公开号：US20150152046A1

  公开（公告）日：2015-06-04

  The present invention relates to compounds having the general Formula I: which absorb UV radiations and protect biological materials as well as non-biological materials from damaging exposure to UV radiations. The present invention also relates to formulations and compositions comprising such compounds for use in absorbing UV radiations and in protecting biological materials as well as non-biological materials against UV radiations.

  本发明涉及具有一般式I的化合物，其吸收紫外辐射并保护生物材料和非生物材料免受紫外辐射的损害。本发明还涉及包含这种化合物的配方和组合物，用于吸收紫外辐射并保护生物材料和非生物材料免受紫外辐射的损害。