(-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol | 164203-46-7

• 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: (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol
• 英文别名: (5R)-(E)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol；(R,E)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol；(R)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol；Dartanol；(E)-(R)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol；Levosandol；(E)-2-ethyl-4-[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]but-2-en-1-ol
• CAS: 164203-46-7
• 化学式: C₁₄H₂₄O
• 分子量: 208.344
• InChiKey: KHQDWCKZXLWDNM-BWODNOAJSA-N

物化性质

• 沸点：
  287.4±9.0 °C(Predicted)
• 密度：
  0.894±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (-)-α-蒎烯 生成 (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol
  参考文献：
  名称：

  (E)-(R)-2-alkyl-4-(2,2,3,-Trimethylcyclopent-3-en-1-yl)-2-buten-1-ol,

  摘要：

  一种由化学式（I）表示的（E）-（R）-2-烷基-4-(2,2,3-三甲基环戊-3-烯-1-基)-2-丁烯-1-醇：其中R代表具有1至3个碳原子的烷基基团，以及一种制备该化合物的方法，包括在存在以钌-膦配合物作为催化剂、包括碱金属或碱土金属的碱和胺的情况下，氢化相应的（E）-（R）-2-烷基-4-(2,2,3-三甲基环戊-3-烯-1-基)-2-丁烯-1-醛。该化合物（I）具有优异的檀香油气味。

  公开号：

  US05994291A1

文献信息

• SELECTIVE HYDROGENATION OF ALDEHYDE WITH RU/BIDENTATE LIGANDS COMPLEXES
  申请人：FIRMENICH SA

  公开号：US20140243526A1

  公开（公告）日：2014-08-28

  The present invention relates to processes for the reduction by hydrogenation, using molecular H 2 , of a C 5 -C 20 substrate containing one or two aldehydes functional groups into the corresponding alcohol or diol, characterized in that said process is carried out in the presence of —at least one catalyst or pre-catalyst in the form of a ruthenium complex having a coordination sphere of the N 2 P 2 O 2 , wherein the coordinating atoms N 2 are provided by a first bidentate ligand, the coordinating atoms P 2 are provided by a second bidentate ligand and the coordinating atoms O 2 are provided by two non-linear carboxylate ligands; and —optionally of an acidic additive.

  本发明涉及利用分子H2对含有一个或两个醛基官能团的C5-C20底物进行加氢还原的过程，将其转化为相应的醇或二醇，其特征在于所述过程在以下条件下进行：—至少一种催化剂或前驱体存在，其形式为具有N2P2O2配位球的钌配合物，其中配位原子N2由第一双齿配体提供，配位原子P2由第二双齿配体提供，配位原子O2由两个非线性羧酸盐配体提供；和—可选地加入酸性添加剂。
• Asymmetric Hydrogenation of Ketones with H₂and Ruthenium Catalysts Containing Chiral Tetradentate S₂N₂Ligands
  作者：Ruth Patchett、Iris Magpantay、Lionel Saudan、Christoph Schotes、Antonio Mezzetti、Francesco Santoro

  DOI：10.1002/anie.201304844

  日期：2013.9.23

  Getting more for less: In the presence of H2 and a base, air‐ and moisture‐tolerant RuII complexes catalyze the hydrogenation of ketones and aldehydes with excellent activity and chemoselectivity, and with enantioselectivity of up to 95 % under mild conditions. The ratio of substrate to catalyst can be lowered to 106:1. The reactions tolerate scale‐up and can be carried out with almost no solvent. A base‐free

  事半功倍：在H 2和碱的存在下，耐空气和潮气的Ru II络合物以优异的活性和化学选择性，在温和条件下的对映选择性高达95％，催化酮和醛的氢化反应。底物与催化剂的比例可以降低至10 6：1。该反应可按比例放大，几乎可以在没有溶剂的情况下进行。无碱方法可用于对碱敏感的底物。
• [EN] ALDEHYDES AS PERFUMING INGREDIENTS<br/>[FR] ALDÉHYDES EN TANT QU'INGRÉDIENTS DE PARFUM
  申请人：FIRMENICH & CIE

  公开号：WO2013117433A1

  公开（公告）日：2013-08-15

  The present invention relates to an aldehyde of formula (I) in the form of any one of its stereoisomers or a mixture thereof, and wherein each dotted line, independently from each other, represents a single or double bond; n is 0 or 1; R1 represents a hydrogen atom or a methyl group; R2 represents a hydrogen atom or a methyl or ethyl group; and R3, which is a substituent in any of the positions 2 to 6 of the cyclic moiety, represents a hydrogen atom or a methyl or ethyl group, or a CH2 group bridging positions 3 and 6; and its use as perfuming ingredient, for instance to impart odor notes of the aldehyde, lily of the valley type.

  本发明涉及式(I)的醛的任一立体异构体或其混合物的形式，其中每个虚线独立地表示单键或双键；n为0或1；R1代表氢原子或甲基基团；R2代表氢原子或甲基或乙基基团；R3是环状部分的2到6位置中的取代基，代表氢原子或甲基或乙基基团，或者是桥接3和6位置的CH2基团；以及其作为香料成分的用途，例如用于赋予醛的麝香鸢尾花型气味音符。
• [EN] ENOL ETHER PROPERFUME<br/>[FR] PRO-PARFUM D'ÉTHER ÉNOLIQUE
  申请人：FIRMENICH & CIE

  公开号：WO2021250164A1

  公开（公告）日：2021-12-16

  The present invention relates to compounds of formula (I) as properfume compounds. In particular, the present invention relates to a method to release a compound being a carbonyl of formula (II), a formate ester of formula (III) and/or an alcohol of formula (IV), by exposing the compound of formula (I) to an environment wherein it is oxidized. Moreover, the present invention relates to a perfuming composition and a perfumed consumer product comprising at least one compound of formula (I).

  本发明涉及作为合适香精化合物的公式(I)的化合物。具体而言，本发明涉及一种释放公式(I)化合物的方法，该方法是通过将公式(I)化合物暴露在氧化环境中，释放出公式(II)的醛基、公式(III)的甲酸酯基和/或公式(IV)的醇基。此外，本发明涉及一种香精组合物和一种含有至少一种公式(I)化合物的香精消费产品。
• Unexpected Role of Anionic Ligands in the Ruthenium-Catalyzed Base-Free Selective Hydrogenation of Aldehydes
  作者：Philippe Dupau、Lucia Bonomo、Laurent Kermorvan

  DOI：10.1002/anie.201304912

  日期：2013.10.18

  Bigger and better: The replacement of anionic chloride ligands in Noyori‐type [(diamine)(diphosphine)RuCl2] catalysts with bulky carboxylate ligands enabled the efficient selective hydrogenation of a variety of aldehydes under base‐free conditions (see scheme). Turnover numbers of up to 100 000 were reached in the presence of a bulky carboxylic acid co‐catalyst. This type of catalytic system probably

  更大，更好：用笨重的羧酸盐配体取代Noyori型[[二胺]（二膦）RuCl 2 ]催化剂中的阴离子氯化物配体，可以在无碱条件下有效地选择性氢化多种醛（参见方案）。在庞大的羧酸助催化剂的存在下，营业额高达100,000。这种类型的催化系统可能通过内球机理运行。