(1R,2S,5R)-5-methyl-2-(1-methylethyl)-5-methylcyclohexyl (3S)-3-hydroxybutanoate | 115869-76-6

• 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: (1R,2S,5R)-5-methyl-2-(1-methylethyl)-5-methylcyclohexyl (3S)-3-hydroxybutanoate
• 英文别名: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (3S)-3-hydroxybutyrate；(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (S)-3-hydroxybutyrate；L-menthyl (S)-3-hydroxybutyrate；(3S)-1-menthyl 3-hydroxybutyrate；S-Coolact 20；[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (3S)-3-hydroxybutanoate
• CAS: 115869-76-6
• 化学式: C₁₄H₂₆O₃
• 分子量: 242.359
• InChiKey: XSJPRWBZLUYOOI-MROQNXINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-cinnamylidene-p-anisidine 、 (1R,2S,5R)-5-methyl-2-(1-methylethyl)-5-methylcyclohexyl (3S)-3-hydroxybutanoate 在 正丁基锂 、 六甲基二硅氮烷 作用下， 生成 (3S,4S)-3-<(S)-1-hydroxyethyl>-1-p-methoxyphenyl-4-styrylazetidin-2-one 、 (3R,4S)-3-<(S)-1-hydroxyethyl>-1-p-methoxyphenyl-4-styrylazetidin-2-one 、 (3S,4R)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one
  参考文献：
  名称：

  Cainelli, Gianfranco; Panunzio, Mauro; Basile, Tiziana, Journal of the Chemical Society. Perkin transactions I, 1987, p. 2637 - 2642

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氧代丁酸 (1R,2S,5R)-5-甲基-2-(1-甲基乙基)环己基酯 在 [{RuCl((S)-SEGPHOS)}2(μ-Cl)3][NH2Me2] 氢气 作用下， 以 甲醇 为溶剂， 70.0 ℃ 、4.0 MPa 条件下， 反应 5.5h， 以98.4%的产率得到(1R,2S,5R)-5-methyl-2-(1-methylethyl)-5-methylcyclohexyl (3S)-3-hydroxybutanoate
  参考文献：
  名称：

  PROCESS FOR PRODUCING (3S)-I-MENTHYL 3-HYDROXYBUTYRATE AND SENSATE COMPOSITION

  摘要：

  本发明提供了一种不具有不良刺激感、苦味等特性且在保持清爽感和凉爽感方面表现出色的冷却成分或感知成分，以及包含相同成分的感知组合物，以及包含所述感知组合物的各种产品。本发明涉及一种包含以下化学式（I）所代表的（3S）-1-薄荷基-3-羟基丁酸酯的冷却剂。

  公开号：

  US20100303740A1

文献信息

• PROCESS FOR PRODUCING (3S)-1-MENTHYL 3-HYDROXYBUTYRATE AND SENSATE COMPOSITION
  申请人：TAKASAGO INTERNATIONAL CORPORATION

  公开号：US20140037559A1

  公开（公告）日：2014-02-06

  Disclosed is a cooling component or sensate component which does not have undesirable stimulus feeling, bitterness and the like and is excellent in the persistence of refresh-feeling and cool-feeling, a sensate composition which comprises the same, and various products that comprise said sensate composition. Also disclosed is a cooling agent comprising (3S)-1-menthyl 3-hydroxybutyrate represented by the following formula (I)

  本发明公开了一种冷却或感知组分，该组分不具有不良刺激感、苦味等，并且在清新感和凉爽感的持久性方面表现出色，以及包括该感知组分的感知组合物和包括该感知组合物的各种产品。此外，还公开了一种包括以下公式（I）所表示的（3S）-1-薄荷基3-羟基丁酸甲酯的冷却剂。
• 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）。
• COMPOSITION COMPRISING 1-MENTHYL (3S)-3-HYDROXYBUTANOATE FOR STIMULATING SENSE
  申请人：Takasago International Corporation

  公开号：EP2423290B1

  公开（公告）日：2019-05-22
• 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.