(3E,7Z)-homofarnesol | 138152-07-5

• 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
• 英文名称: (3E,7Z)-homofarnesol
• 英文别名: Homofarnesol；(3E,7Z)-4,8,12-trimethyltrideca-3,7,11-trien-1-ol
• CAS: 138152-07-5
• 化学式: C₁₆H₂₈O
• 分子量: 236.398
• InChiKey: KOICZDDAVPYKKX-RWIOWDNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  (3E,7Z)-homofarnesol 生成 甲醇
  参考文献：
  名称：

  OLLETT, D. G.;MORGAN, E. D., MICROCHEM. J., 35,(1987) N 3, 296-304

  摘要：

  DOI：
• 作为产物：
  描述：

  homofarnesyl chloride 在 四丁基溴化铵 、 sodium formate 、 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 11.0h， 以51.22%的产率得到
  参考文献：
  名称：

  Process for the Preparation of (3E, 7E)-Homofarnesol

  摘要：

  本发明涉及一种改进的制备同方萜醇的新型工艺，特别是(3E,7E)-同方萜醇和含有增加量(3E,7E)-同方萜醇的同方萜醇制备方法（也称为全E-同方萜醇）。

  公开号：

  US20130273619A1

文献信息

• PROCESS FOR THE PREPARATION OF 4-METHYLPENT-3-EN-1-OL DERIVATIVES
  申请人：FIRMENICH SA

  公开号：US20150353463A1

  公开（公告）日：2015-12-10

  The present invention concerns a process for the preparation with high selectivity of a compound of formula (I) by isomerization at room temperature of compound of formula (II) in the presence of a complex of formula [Ru(dienyl) 2 H]X.

  本发明涉及一种在室温下在配合物[Ru(dienyl)2H]X存在下通过异构化高选择性制备化合物(I)的方法，化合物为式(II)。
• （３Ｅ，７Ｅ）−ホモファルネソールの改良製造方法
  申请人：ビーエーエスエフ ソシエタス・ヨーロピアＢＡＳＦ ＳＥ

  公开号：JP2015518477A

  公开（公告）日：2015-07-02

  本発明は、新しい種類の、改良された、ホモファルネソール、特に(3E,7E)-ホモファルネソールの製造方法及び(3E,7E)-ホモファルネソール(all E-ホモファルネソールともいう)の含有量を増加させたホモファルネソールの製造方法に関する。【選択図】なし

  这项发明涉及一种新型、改良的顺式脂肪醇，特别是(3E,7E)-顺式脂肪醇的制备方法，以及增加(3E,7E)-顺式脂肪醇（也称为全顺式脂肪醇）含量的顺式脂肪醇的制备方法。【选择图】无
• Enzymes and applications thereof
  申请人：Givaudan SA

  公开号：US10472655B2

  公开（公告）日：2019-11-12

  There is provided SHC/HAC derivatives, amino acid sequences comprising the SHC/HAC derivatives, nucleotide sequences encoding the SHC/HAC derivatives, vectors comprising nucleotide sequences encoding the SHC/HAC derivatives, recombinant host cells comprising nucleotide sequences encoding the SHC/HAC derivatives and applications of the recombinant host cells comprising either SHC/HAC derivatives or WT SHC/HAC enzymes in methods to prepare (−)-Ambrox and SHC/HAC enzymes in methods to prepare (−)-Ambrox.

  提供了SHC/HAC衍生物、包含SHC/HAC衍生物的氨基酸序列、编码SHC/HAC衍生物的核苷酸序列、包含编码SHC/HAC衍生物的核苷酸序列的载体、包含编码SHC/HAC衍生物的核苷酸序列的重组宿主细胞，以及包含SHC/HAC衍生物或WT SHC/HAC酶的重组宿主细胞在制备(-)-Ambrox方法中的应用和SHC/HAC酶在制备(-)-Ambrox方法中的应用。
• Internal nucleophilic termination in biomimetic acid mediated polyene cyclizations: stereochemical and mechanistic implications. Synthesis of (.+-.)-Ambrox and its diastereoisomers
  作者：Roger L. Snowden、Jean Claude Eichenberger、Simon M. Linder、Philippe Sonnay、Christian Vial、Karl H. Schulte-Elte

  DOI：10.1021/jo00029a031

  日期：1992.1

  Treatment of 10 structurally related trienols and dienols 5-8 with an excess of fluorosulfonic acid in 2-nitropropane at -90-degrees-C afforded, in 74-87% yield, diastereoisomeric mixtures of the odoriferous norlabdane oxides 9-15 ((-)-9 (Ambrox) is a naturally occurring ambergris odorant). These transformations represent examples of efficient biomimetic acid-mediated cyclizations in which the hydroxyl group serves as the internal nucleophilic terminator. The stereochemical outcome of these kinetically controlled processes has been analysed in detail, and mechanistic hypotheses consistent with the results have been proposed. For the four acyclic trienols 5, the major reaction pathway can be rationalized by a totally synchronous process involving three internal anti additions via chair or skew-boat conformations of the nascent cyclohexane rings. An alternative explanation postulates a non-synchronous process in which ring closure to an intermediate cyclohexyl cation is followed by rapid cyclization, directed by a strong kinetic preference for equatorial C-C and C-O ond formation. In contrast, for the monocyclic dienols 6-8 only a nonsynchronous process, involving prior protonation of the cyclohexenyl bond, is fully consistent with the results. In the nonsynchronous processes, the orientation of the side chain vicinal to the cyclohexyl cation directs the stereochemical course of the cyclization. For the acyclic trienols, this factor is predetermined by the configuration of the C(7) = C(8) bond, whereas, for the acyclic trienols, this factor is predetermined by the configuration of the C(7) = C(8) bond, whereas, for the monocyclic dienols, this orientation is determined by the stereoselective axial protonation of the cyclohexenyl bond in 6, or by the distribution of cyclohexene and cyclohexane conformers in 7 and 8, respectively. In the cases studied, it is clear that conformational inversion of the six-membered ring is slower than cyclization and thus ensures that an equatorial side chain leads to a trans A/B ring junction in the cyclization product, whereas an axial side chain affords a cis A/B ring junction.
• VLAD, P. F.;UNGUR, N. D.;PERUTSKIJ, V. B., XIMIYA GETEROTSIKL. SOED.,(1990) N, S. 896-901
  作者：VLAD, P. F.、UNGUR, N. D.、PERUTSKIJ, V. B.

  DOI：——

  日期：——