beta-Hydroxy-Sanshool

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: beta-Hydroxy-Sanshool
• 英文别名: hydroxy-β-sanshool；Hydroxy-Beta-Sanshool；(2E,6E,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide
• 化学式: C₁₆H₂₅NO₂
• 分子量: 263.38
• InChiKey: LHFKHAVGGJJQFF-UMYNZBAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  sorbyl bromide 在 正丁基锂 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 水 、 乙腈 为溶剂， 反应 32.0h， 生成 beta-Hydroxy-Sanshool
  参考文献：
  名称：

  钌催化的烯丙醇和丙烯酸酯的直接脱氢交叉偶联：在羟基β-山樟醇，ZP-酰胺I和软骨素的全合成中的应用。

  摘要：

  烯丙醇的C（烯丙基）-H活化已开发出Ru催化的烯丙醇与活化烯烃的氧化偶联，可提供直接有效地获得合成上有用的α，β-不饱和烯酮中间体的途径。该方法在合成具有生物活性的天然产物（例如羟基-β-山梨醇，ZP-酰胺I，软骨素，白粉蛋白和（+）-顺式-索拉明A）中的应用证明了其实用性。

  DOI：

  10.1021/acs.orglett.0c00200

文献信息

• 1H-pyrrole-2,4-dicarbonyl-derivatives and their use as flavoring agents
  申请人：IMAX Discovery GmbH

  公开号：EP2832233A1

  公开（公告）日：2015-02-04

  The present invention primarily relates to 1H-pyrrole-2,4-dicarbonyl-derivatives of Formula (I) wherein R1, R2, R3, Z. Z' and J are as defined in the description, to mixtures thereof and to the use thereof as flavoring agents. The compounds in accordance with the present invention are suitable for producing, imparting, or intensifying an umami flavor. The invention further relates to flavoring mixtures, compositions for oral consumption as well as ready-to-eat, ready-to-use and semifinished products, comprising an effective amount of the compound of Formula (I) or of a mixture of compounds of Formula (I) and to specific methods for producing, imparting, modifying and/or intensifying specific flavor impressions.

  本发明主要涉及式(I)的1H-吡咯-2,4-二羰基衍生物，其中R1、R2、R3、Z、Z'和J按描述定义，及其混合物，以及用作调味剂的使用。根据本发明的化合物适用于生产、赋予或增强鲜味。本发明进一步涉及包含式(I)化合物或式(I)化合物混合物的有效量的调味混合物、口腔消费的组成物以及即食、即用和半成品，以及用于生产、赋予、改变和/或增强特定风味印象的特定方法。
• Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents
  申请人：IMAX Discovery GmbH

  公开号：EP2832234A1

  公开（公告）日：2015-02-04

  The present invention primarily relates to imidazo[1,2-a]pyridine-ylmethyl-derivatives of Formula (I) wherein R1, R2, X, W e J are as defined in the description, to mixtures thereof and to the use thereof as flavoring agents. The compounds in accordance with the present invention are suitable for producing, imparting, or intensifying an umami flavor. The invention further relates to flavoring mixtures, compositions for oral consumption as well as ready-to-eat, ready-to-use and semifinished products, comprising an effective amount of the compound of Formula (I) and to specific methods for producing, imparting, modifying and/or intensifying specific flavor impressions.

  本发明主要涉及式(I)的咪唑[1,2-a]吡啶基甲基衍生物，其中R1、R2、X、W和J如描述中定义，以及涉及它们的混合物和使用它们作为调味剂。根据本发明的化合物适合于产生、赋予或增强鲜味。本发明进一步涉及调味混合物、口腔摄入的配方以及包含有效量的式(I)化合物的即食、即用和半成品，以及用于生产、赋予、改变和/或增强特定风味印象的特定方法。
• HOMOVANILLIC ESTER, MORE PARTICULARLY FOR ACHIEVING AN IMPRESSION OF HEAT AND/OR SPICINESS
  申请人：BACKES Michael

  公开号：US20190276386A1

  公开（公告）日：2019-09-12

  Compounds of formula (I) and novel uses of compounds of formula (I), such as for flavour compositions. New preparations and new methods using compounds of formula (I).

  公式（I）的化合物和公式（I）的新用途，比如用于香味组合。使用公式（I）的新制剂和新方法。
• Application of iron carbonyl complexation to the selective total synthesis of sanshools
  作者：Katsuyuki Aoki、Yasushi Igarashi、Hiroaki Nishimura、Isao Morishita、Kimitoshi Usui

  DOI：10.1016/j.tetlet.2012.08.135

  日期：2012.11

  (hydroxyl-α-sanshool, hydroxyl-β-sanshool, and γ-sanshool) as the key intermediates for the selective synthesis of these structurally unstable compounds. Consequently, we developed a concise and selective method for the total synthesis of sanshools in 5–6 steps (26–45% overall yield), including complexation of dienes with iron tricarbonyl group.

  我们重点研究了山棕油的铁配合物（羟基-α-山棕油，羟基-β-山棕油和γ-山棕油），作为这些结构不稳定化合物的选择性合成的关键中间体。因此，我们开发了一种简洁，选择性的方法，可在5-6个步骤（总收率26-45％）中进行山竹的全合成，包括将二烯与三羰基铁络合。
• METHOD FOR PRODUCING SANSHOOL
  申请人：Aoki Katsuyuki

  公开号：US20130245303A1

  公开（公告）日：2013-09-19

  Provided are a method for producing a sanshool, which method has a short process and exhibits high stereoselectivity, as well as an iron carbonyl complex compound that is an intermediate useful for the production method. A diene iron complex compound characterized by being represented by the following general formula (I): (in which A represents CO, P(R A ) 3 , CN, NO, SO(R A ) 3 , or N(R A ) 2 ; R A represents a straight chain or branched chain alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms; and one of R 1 and R 2 represents a hydrogen atom and the other one thereof represents a structure represented by the following formula (II)): (in which R represents a hydrogen atom, a hydroxyl group, or a methyl group).

  提供一种生产花椒醇的方法，该方法具有简短的过程并表现出高立体选择性，以及一种铁羰基络合物化合物，该化合物是用于生产方法的中间体。一种二烯铁络合物化合物，其特征在于由以下一般式(I)表示：（其中A代表CO、P(RA)3、CN、NO、SO(RA)3或N(RA)2；RA代表具有1至4个碳原子的直链或支链烷基基团或具有6至12个碳原子的芳基基团；R1和R2中的一个代表氢原子，另一个代表以下式(I)表示的结构）：（其中R代表氢原子、羟基或甲基）。