(1S,2S)-2-methyl-2-(4-methylpent-3-enyl)cyclopropane-1-carbaldehyde | 1275615-74-1

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: (1S,2S)-2-methyl-2-(4-methylpent-3-enyl)cyclopropane-1-carbaldehyde
• CAS: 1275615-74-1
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: HVRSGXFUZOKZNT-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-苯基-1-戊炔 、 (1S,2S)-2-methyl-2-(4-methylpent-3-enyl)cyclopropane-1-carbaldehyde 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 生成 (R)-1-((1S,2S)-2-methyl-2-(4-methylpent-3-en-1-yl)cyclopropyl)-6-phenylhex-2-yn-1-yl pivalate
  参考文献：
  名称：

  Rhodium-Catalyzed Carbonylation of Cyclopropyl Substituted Propargyl Esters: A Tandem 1,3-Acyloxy Migration [5 + 1] Cycloaddition

  摘要：

  We have developed two different types of tandem reactions for the synthesis of highly functionalized cyclohexenones from cyclopropyl substituted propargyl esters. Both reactions were initiated by rhodium-catalyzed Saucy-Marbet 1,3-acyloxy migration. The resulting cyclopropyl substituted allenes derived from acyloxy migration then underwent [5 + 1] cycloaddition with CO. The acyloxy group not only eased the access to allene intermediates but also provided a handle for further selective functionalizations.

  DOI：

  10.1021/jo300973r

文献信息

• Aromachemicals
  申请人：Turin Luca

  公开号：US20070276152A1

  公开（公告）日：2007-11-29

  A compound or mixture of compounds of formulae: wherein R 1 and R 2 are each independently H or CH 3 .

  一个化学式为的化合物或混合物：其中R1和R2分别独立地为H或CH3。
• CITRAL DERIVATIVES
  申请人：Turin Luca

  公开号：US20080015136A1

  公开（公告）日：2008-01-17

  Improved citral derivatives, and fragrances and flavorings including the derivatives, that have a longer useful shelf life than citral and/or fragrances and flavorings including citral, are disclosed. In particular, the derivatives maintain the fragrance characteristics of citral, while lowering the allergic properties, and lemony flavors and fragrances with a longer shelf-life than citral, are disclosed. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. In one embodiment, the derivatives are prepared by replacing one or more double bonds in citral with a cyclopropyl group, which can be unsubstituted, or substituted with one or two lower alkyl, preferably methyl groups. The alkyl groups can optionally be substituted, for example, with electron donating groups, electron with drawing groups, groups which increase the hydrophilicity or hydrophobicity, and the like. In another embodiment, the derivatives are prepared by replacing the aldehyde group in citral with a nitrile, methyl ether or acetal group. The acetal groups can provide the compounds with a long lasting flavor or fragrance, where the acetals slowly hydrolyze to provide the aldehyde group in citral. In some embodiments, both the aldehyde and at least one of the double bond functional groups are both derivatized as described herein. Examples of suitable articles of manufacture include candles, air fresheners, perfumes, disinfectant compositions, hypochlorite (bleach) compositions, beverages such as beer and soda, denture cleanser tablets and flavored orally-delivered products such as lozenges, candies, and the like.
• US7309795B2
  申请人：——

  公开号：US7309795B2

  公开（公告）日：2007-12-18
• US7704941B2
  申请人：——

  公开号：US7704941B2

  公开（公告）日：2010-04-27
• [EN] AROMACHEMICALS COMPRISING A NITRILE GROUP<br/>[FR] COMPOSÉS AROMATIQUES COMPRENANT UN GROUPEMENT NITRILE
  申请人：FLEXITRAL INC

  公开号：WO2007120513A1

  公开（公告）日：2007-10-25

  [EN] A compound or mixture of compounds of formulae: wherein R¹ and R² are each independently H or CH₃.
  [FR] La présente invention concerne un composé ou un mélange de composés de formule : où R¹ et R² représentent chacun de façon indépendante H ou CH₃.