L-menthyl-N,N-dimethyl succinamide | 544714-08-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: L-menthyl-N,N-dimethyl succinamide
• 英文别名: N,N-dimethyl (-)-menthyl succinimide；(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 4-(dimethylamino)-4-oxobutanoate；N,N-Dimethyl menthyl succinamide；[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 4-(dimethylamino)-4-oxobutanoate
• CAS: 544714-08-1
• 化学式: C₁₆H₂₉NO₃
• 分子量: 283.411
• InChiKey: MKWSZTVOJKTLPX-HZSPNIEDSA-N

物化性质

• LogP：
  3.63
• 物理描述：
  Clear yellow to orange liquid; Cool minty aroma
• 溶解度：
  Slightly soluble in water
• 密度：
  0.965-0.975
• 折光率：
  1.522-1.530

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  琥珀酸单薄荷酯 在 三光气 、 N,N-二甲基甲酰胺 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 43.0h， 生成 L-menthyl-N,N-dimethyl succinamide
  参考文献：
  名称：

  一种L-薄荷基-N,N-二甲基琥珀酰胺的合成新 方法

  摘要：

  本发明公开了一种L-薄荷基-N,N-二甲基琥珀酰胺的合成新方法，包括以下具体步骤：将L-琥珀酸单薄荷酯、DMF、二氯甲烷加入到装有温度计、回流冷凝管和尾气吸收装置的干燥四口烧瓶中；在搅拌条件下，滴加三光气溶液，进行酰氯化反应；低温下，将甲醇滴加入制得的薄荷基琥珀酸单酰氯中，进行酯化反应；低温下，将二甲胺水溶液滴入制得的甲基琥珀酸薄荷酯溶液中反应；加水搅拌，静置分层，收集有机相，将有机相水洗至中性，再经减压蒸馏，即得产品L-薄荷基-N,N-二甲基琥珀酰胺。本发明的收率为75.4%，产品为淡黄色液体，纯度为99.0%。本发明提高了产品的纯度及收率，副产物较少，后处理较容易，三废较小，降低了生产的成本，有利于工业上的大规模生产应用。

  公开号：

  CN103787905B

文献信息

• Cobalt-Catalyzed Carbonylative Synthesis of 4-Oxobutanoates from Formamide and Ethylene
  作者：Le-Cheng Wang、Nai-Xian Sun、Chang-Sheng Wang、Kai Guo、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.3c02973

  日期：2023.10.13

  motifs represents a powerful and promising functionalization tool in organic chemistry. Herein, a ligand-free cobalt-catalyzed four-component radical relay carbonylative difunctionalization of ethylene for the synthesis of 4-oxobutanoates has been developed. Valuable C4 building blocks were produced in a highly atom-economical fashion.

  在烯烃基序上直接同时安装酰胺和酯基团代表了有机化学中强大且有前途的功能化工具。在此，开发了一种无配体钴催化的乙烯四组分自由基中继羰基化双官能化反应，用于合成 4-氧代丁酸酯。有价值的 C4 结构单元是以高度原子经济的方式生产的。
• Smoking article
  申请人：BRITISH AMERICAN TOBACCO (INVESTMENTS) LIMITED

  公开号：US11528933B2

  公开（公告）日：2022-12-20

  In one aspect an aerosol-generating device comprising a smoking article and a heat source is described. The smoking article includes a smokable material and a cooling agent, the smokable material including a tobacco component. The heat source is disposed to heat, but not burn the smokable material in use. The cooling agent comprises a compound or a combination of compounds according to either of the following formulae, racemates, enantiomers and salts thereof (I, II).

  在一个方面，描述了一种气溶胶产生装置，它包括一个烟具和一个热源。烟具包括可吸食材料和冷却剂，可吸食材料包括烟草成分。热源的作用是在使用中加热但不燃烧可吸食材料。冷却剂包括符合以下任一式的化合物或化合物组合、外消旋体、对映体及其盐（I，II）。
• FORMULATIONS FOR CONTROL AND REPELLENCY OF BITING ARTHROPODS
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US20210100242A1

  公开（公告）日：2021-04-08

  This disclosure relates to biting arthropod control or repellent formulations for the control or repellency of biting arthropods. The formulations comprise at least one sensate compound, wherein the at least one sensate compound is present in an effective amount sufficient to control or repel biting arthropods. This disclosure also relates to a method for the control or repellency of biting arthropods. The method comprises bringing the biting arthropods into contact with a biting arthropod control or repellent formulation. The biting arthropod control or repellent formulation comprises at least one sensate compound, wherein the at least one sensate compound is present in an effective amount sufficient to control or repel biting arthropods.
• SYNERGISTIC FORMULATIONS FOR CONTROL AND REPELLENCY OF BITING ARTHROPODS
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US20210100245A1

  公开（公告）日：2021-04-08

  This disclosure provides a method for the control or repellency of biting arthropods. The method comprises bringing the biting arthropods into contact with a synergistic biting arthropod control or repellent formulation. The synergistic biting arthropod control or repellent formulation comprises:(I) at least one compound (a) selected from the group consisting of: (1) alkyl ketones and cyclic ketones, saturated or unsaturated, branched or unbranched, containing from about 6 to about 18 carbon atoms, or any range of carbon atoms within said range; (2) compounds of a defined structure (A); (3) branched or unbranched, straight chain or cyclic, saturated or unsaturated, carboxylic acids containing from about 3 to about 18 carbon atoms or any range of carbon atoms within said range, including isomers thereof; and (4) esters of branched or unbranched, straight chain or cyclic, saturated or unsaturated, carboxylic acids containing from about 3 to about 18 carbon atoms or any range of carbon atoms within said range, including isomers thereof; and (II) at least one sensate compound. This disclosure also provides synergistic biting arthropod control or repellent formulations.
• [EN] COMPOSITIONS AND THEIR USE<br/>[FR] COMPOSITIONS ET LEUR UTILISATION
  申请人：GIVAUDAN SA

  公开号：WO2008138162A1

  公开（公告）日：2008-11-20

  [EN] Provided are compositions comprising flavour enhancing compounds for use in food products or products placed in the oral cavity, and flavour-enhanced food products or products placed in the oral cavity comprising said compounds or compositions. The flavor enhancers are aframodial and labda-8(17),12-diene-15,16-dial, which when combined with cooling ingredients and/or alcohol (ethanol) enhance the taste of alcohol and a cooling taste sensation in intensity and duration.
  [FR] L'invention porte sur des compositions à base de composés renforçateurs de saveur, utilisables dans des produits alimentaires ou des produits destinés à la cavité buccale, et sur des produits alimentaires à saveur renforcée ou sur des produits destinés à la cavité buccale comprenant lesdits composés. Les renforçateurs de saveur sont l'aframodial et le labda-8 (17), 12-diène-15,16-dial, qui combinés à des ingrédients rafraîchissants et-ou à de l'alcool (éthanol) augmentent le goût de l'alcool et produisent une sensation de fraîcheur intense et durable.