N-异丙基-p-乙烯基苯乙基胺 | 74568-05-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: N-异丙基-p-乙烯基苯乙基胺
• 英文名称: (4S)-4-heptyl-γ-butanolide
• 英文别名: (S)-γ-undecalactone；gamma-undecalactone；(5S)-5-heptyloxolan-2-one
• CAS: 74568-05-1
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: PHXATPHONSXBIL-JTQLQIEISA-N

物化性质

• LogP：
  2.961 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-异丙基-p-乙烯基苯乙基胺 在 硼氘化钠 、 碘代三甲硅烷 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 4.0h， 生成 (S)-undecanoic-4-d acid
  参考文献：
  名称：

  Stereochemical Elucidation of Streptorubin B

  摘要：

  Streptorubin B is a structurally remarkable member of the prodiginine group of antibiotics produced by several actinobacteria, including the model organism Streptomyces coelicolor A3(2). Transannular strain within the pyrrolophane structure of this molecule causes restricted rotation that gives rise to the possibility of (diastereomeric) atropisomers. Neither the relative nor the absolute stereochemistry of streptorubin B is known. NOESY NMR experiments were used to define the relative stereochemistry of the major atropisomer of streptorubin B center dot HCl in solution as anti. We exploited this finding together with our knowledge of streptorubin B biosynthesis in S. coelicolor to determine the absolute stereochemistry of the anti atropisomer. 2-Undecylpyrrole stereoselectively labeled with deuterium at C-4' was synthesized and fed to a mutant of S. coelicolor, which was unable to produce streptorubin B because it was blocked in 2-undecylpyrrole biosynthesis, and in which the genes responsible for the last two steps of streptorubin B biosynthesis were overexpressed. H-1 and H-2 NMR analysis of the stereoselectively deuterium-labeled streptorubin B center dot HCl produced by this mutasynthesis strategy allowed us to assign the absolute stereochemistry of the major (anti) atropisomer as 7'S. HPLC analyses of streptorubin B isolated from S. coelicolor on a homochiral stationary phase and comparisons with streptorubin B derived from an enantioselective synthesis showed that the natural product consists of an approximately 88:7:5 mixture of the (7'S, anti), (7'S, syn), and (7'R, anti) stereoisomers.

  DOI：

  10.1021/ja109164t
• 作为产物：
  描述：

  (2R,3R)-2,3-epoxy-1-decanol 在 钯 4-二甲氨基吡啶 、 ruthenium trichloride 、 氢氧化钾 、 sodium periodate 、 氢气 、 对甲苯磺酸 作用下， 以 吡啶 为溶剂， 反应 31.75h， 生成 N-异丙基-p-乙烯基苯乙基胺
  参考文献：
  名称：

  Thijs, Lambertus; Waanders, Peter P.; Stokkingreef, Edwin H. M., Recueil des Travaux Chimiques des Pays-Bas, 1986, vol. 105, p. 332 - 337

  摘要：

  DOI：

文献信息

• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS<br/>[FR] AMÉLIORATIONS APPORTÉES OU ASSOCIÉES À DES COMPOSÉS ORGANIQUES
  申请人：GIVAUDAN SA

  公开号：WO2014198709A1

  公开（公告）日：2014-12-18

  5, 9-dimethyl-9-hydroxy-decen-4-al, having the formula (I).

  5, 9-二甲基-9-羟基癸烯-4-醛，化学式为（I）。
• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS<br/>[FR] PERFECTIONNEMENTS APPORTÉS AUX COMPOSÉS ORGANIQUES OU EN RELATION AVEC CEUX-CI
  申请人：GIVAUDAN SA

  公开号：WO2014180952A1

  公开（公告）日：2014-11-13

  An aryl-substituted alkanal compound having a molecular weight of less than 300 g/mol and which bears a substituent on the aryl ring ortho to a substituent bearing the aldehyde functionality. Said compounds are useful as perfume ingredients in personal care and household care products.

  具有小于300克/摩尔分子量的芳基取代的烷醛化合物，在芳基环上带有一个取代基，与带有醛功能团的取代基相对位。这些化合物可用作个人护理和家庭护理产品中的香料成分。
• FRAGRANCE COMPOSITIONS COMPRISING IONIC LIQUIDS
  申请人：The Procter & Gamble Company

  公开号：US20160115424A1

  公开（公告）日：2016-04-28

  The present invention relates to a fragrance composition comprising ionic liquids for enhanced evaporation of the perfume raw materials. The invention also relates to methods of use of the fragrance compositions for perfuming suitable substrates, particularly skin and hair.

  本发明涉及一种包括离子液体的香精组合物，用于增强香料原料的蒸发。该发明还涉及使用这种香精组合物来为合适的基底，特别是皮肤和头发，进行香水处理的方法。
• Fragrance Compositions Comprising Ionic Liquids
  申请人：The Procter & Gamble Company

  公开号：US20170121633A1

  公开（公告）日：2017-05-04

  The present invention relates to a fragrance composition comprising ionic liquids for delayed evaporation of the perfume raw materials. The invention also relates to methods of use of the fragrance compositions for perfuming suitable substrates, particularly skin and hair.

  本发明涉及一种香精组合物，包括离子液体，用于延迟香水原料的挥发。该发明还涉及使用香精组合物来香味适合的基质的方法，特别是皮肤和头发。
• Facile Synthesis of Optically Active .GAMMA.-Lactones via Lipase-catalyzed Reaction of 4-Substituted 4-Hydroxybutyramides.
  作者：Yassufumi MATSUMURA、Teruko ENDO、Mituo CHIBA、Hidemichi FUKAWA、Yoshiyasu TERAO

  DOI：10.1248/cpb.48.304

  日期：——

  afford (S)-succinic acid monoester and unreacted (R)-4-hydroxybutyramide derivative, which were separated easily by treatment with an alkaline solution. Both enantiomers were converted easily to optically active gamma-substituted gamma-butyrolactones.

  外消旋的4-取代的4-羟基丁酰胺与琥珀酸酐的脂肪酶催化的酯交换反应对映选择性地进行，得到（S）-琥珀酸单酯和未反应的（R）-4-羟基丁酰胺衍生物，通过用碱溶液处理容易地分离它们。两种对映异构体均易于转化为光学活性的γ-取代的γ-丁内酯。