(1S,2S,4R)-(-)-alpha,alpha-二甲基-1-乙烯基邻薄荷-8-烯-4-甲醇 | 23811-48-5

• 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
• 中文名称: (1S,2S,4R)-(-)-alpha,alpha-二甲基-1-乙烯基邻薄荷-8-烯-4-甲醇
• 中文别名: 榄香醇；欖[香]醇
• 英文名称: elemol
• 英文别名: α-elemol；β-elemol；alpha-elemol；2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]propan-2-ol；α,α-dimethyl-1-vinyl-o-menth-8-ene-4-methanol
• CAS: 23811-48-5；639-99-6
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: GFJIQNADMLPFOW-VNHYZAJKSA-N

物化性质

• 沸点：
  289.6±9.0 °C(Predicted)
• 密度：
  0.932±0.06 g/cm3(Predicted)
• 保留指数：
  1536;1537;1534;1529;1540;1543;1536;1540;1537;1539;1530;1537;1538

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S,2S,4R)-(-)-alpha,alpha-二甲基-1-乙烯基邻薄荷-8-烯-4-甲醇 在 吡啶 、 乙酸酐 作用下， 生成 β-榄香烯
  参考文献：
  名称：

  分子和二氢geijeren-Reihe中的热解和水合大肠菌

  摘要：

  Abstract The pyrolysis of elemol (1) in the presence of benzoic or p‐nitrobenzoic acid, and of elemyl‐p‐nitrobenzoate (3) was studied. From the many products formed, the compounds 6, 7, 8, 10, 11, 14, 15 and 18 were isolated and identified. On the basis of systematic experiments in the elemol (1) and dihydrogeijerene (26) series the sequence of the formation of these products could be determined. Several factors influencing the compositions of the pyrolysis mixtures are discussed. The products of pyrolysis of both series [elemol (1) and dihydrogeijerene (26), respectively] were catalytically hydrogenated, yielding the saturated hydrocarbons 34, 35–37, and 38–40, respectively. The synthesis of racemic dihydrogeijerene (26) was achieved starting from germacrone (41).

  DOI：

  10.1002/hlca.19710540117
• 作为产物：
  描述：

  2-{(1R,3S,4S)-4-Methyl-3-[(S)-1-methyl-2-(2-nitro-phenylselanyl)-ethyl]-4-[2-(2-nitro-phenylselanyl)-ethyl]-cyclohexyl}-propan-2-ol 在 sodium periodate 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 6.0h， 以72%的产率得到(1S,2S,4R)-(-)-alpha,alpha-二甲基-1-乙烯基邻薄荷-8-烯-4-甲醇
  参考文献：
  名称：

  Kutney, James P.; Singh, Ashok K., Canadian Journal of Chemistry, 1983, vol. 61, p. 1111 - 1114

  摘要：

  DOI：

文献信息

• 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。
• Method for Converting Farnesol to Nerolidol in the Presence of Alpha-Bisabolol
  申请人：SYMRISE AG

  公开号：US20130289317A1

  公开（公告）日：2013-10-31

  A method for converting farnesol to nerolidol in the presence of alpha-bisabolol including providing or preparing a mixture of alpha-bisabolol, farnesol, and one or more catalysts for selective isomerization of farnesol to nerolidol in the presence of alpha-bisabolol, and converting at least a portion of the farnesol to nerolidol.

  在α-比沙烯醇存在的情况下，将芬尼醇转化为内洛利醇的方法包括提供或准备α-比沙烯醇、芬尼醇和一种或多种催化剂的混合物，以在α-比沙烯醇存在的情况下选择性异构化芬尼醇为内洛利醇，并将至少一部分芬尼醇转化为内洛利醇。
• PROCESS FOR REMOVING FARNESOL FROM MIXTURES WITH ALPHA-BISABOLOL
  申请人：Betzer Marcus

  公开号：US20070100160A1

  公开（公告）日：2007-05-03

  Process for esterification of farnesol in an initial mixture comprising alpha-bisabolol, farnesol and optionally other components, with the following steps: 1. Preparation or production of the initial mixture, 2. Adding (i) a transesterification catalyst and (ii) one or more compounds of formula (B) R 2 Y n CO 2 R 1 (B) in which the following applies: R 1 stands for an alkyl residue with 1 to 12 C atoms; R 2 stands for hydrogen, an alkyl residue with 1 to 20 C atoms, a cycloalkyl residue with 5 to 20 C atoms, an aryl residue with 6 to 20 C atoms or a heteroaryl residue with 5 to 20 C atoms; and Y stands for CH 2 , CH(Me), CH(Et), C(Me) 2 , CH 2 —CH(Me), CH(Me)-CH 2 or CH 2 —CH(Me)-CH 2 and n stands for a whole number from 0 to 6; or R 2 stands for a group CO 2 R 3 , R 3 standing for an alkyl residue with 1 to 12 C atoms; and Y stands for CH 2 , CH(Me), CH(Et), C(Me) 2 , CH 2 —CH(Me), CH(Me)-CH 2 or CH 2 —CH(Me)-CH 2 and n stands for a whole number from 0 to 8, or Y stands for an optionally substituted phenyl or naphthyl ring with a total of at most four substituents on the ring, n=1 applying.

  醇酯化过程中的步骤，首先混合α-双萜醇，芳樟醇和可选的其他成分，包括以下步骤：1. 制备或生产初始混合物，2. 添加(i) 一种酯交换催化剂和(ii) 一个或多个符合以下公式的化合物(B)R2YnCO2R1(B)，其中以下情况适用：R1代表具有1至12个碳原子的烷基残基；R2代表氢、具有1至20个碳原子的烷基残基、具有5至20个碳原子的环烷基残基、具有6至20个碳原子的芳基残基或具有5至20个碳原子的杂环芳基残基；Y代表CH2、CH(Me)、CH(Et)、C(Me)2、CH2—CH(Me)、CH(Me)-CH2或CH2—CH(Me)-CH2，n代表0至6的整数；或R2代表一个羧基CO2R3，R3代表具有1至12个碳原子的烷基残基；Y代表CH2、CH(Me)、CH(Et)、C(Me)2、CH2—CH(Me)、CH(Me)-CH2或CH2—CH(Me)-CH2，n代表0至8的整数，或Y代表在环上最多有四个取代基的苯或萘环，n=1。
• TASTE MODULATOR AND METHOD OF USE THEREOF
  申请人：International Flavors & Fragrances Inc.

  公开号：US20150104398A1

  公开（公告）日：2015-04-16

  The present invention is directed to a novel taste-masking composition comprising a taste-masking effective amount of an Angelica root extract, which shows unexpected effectiveness in reducing an undesirable taste in a food product (e.g., a beverage, broth, or whole grain food product), a dental product, an oral hygiene product or a medicinal product.

  本发明涉及一种新型掩味组合物，包括一定量的Angelica根提取物，该提取物在减少食品产品（例如饮料、汤、全谷食品产品）、口腔产品、口腔卫生产品或药品中的不良味道方面表现出意想不到的有效性。
• Terpenoids—LXXXI
  作者：G.D. Joshi、S.K. Paknikar、S.N. Kulkarni、S.C. Bhattacharyya

  DOI：10.1016/0040-4020(66)80155-2

  日期：1966.1

  hydroboration-oxdiation followed by further oxidation with Jones chromic acid reagent give elemanones and selinanones respectively. From the reaction mixtures (−) elemane-8-one (VIII) and (−) selinane-8-one (XXIII) can be separated in pure states via their semicarbazones. (±) Elemane-8-one can be obtained by hydrogenation of pyrogermacrone. The hindered ketones elemane-6-one (VII) and selinane-6-one (XXII) or their

  用痕量的高氯酸在乙酸中处理后，四氢大麦醇和二氢大麦醇进行脱水。当将所得的烃进行（i）环氧化，然后用BF 3-醚酸酯处理，（ii）硼氢化-氧化，然后用Jones铬酸试剂进一步氧化时，分别得到电子体酮和硒代壬酮。（-）elemane-8-one（VIII）和（-）selinane-8-one（XXIII）可从反应混合物中通过半咔唑类化合物以纯净状态分离。（±）Elemane-8-一可通过焦磷酸马格隆加氢而获得。不能以纯净状态获得受阻酮elemane-6-one（VII）和selinane-6-one（XXII）或它们相应的醇。讨论了各种产品的立体化学，并研究了其ORD曲线。

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