(R)-2-乙酰氧基-3-甲基丁酸 | 44976-78-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (R)-2-乙酰氧基-3-甲基丁酸
• 英文名称: (R)-2-acetoxy-3-methylbutanoic acid
• 英文别名: D-α-acetoxy-isovaleric acid；D-α-Acetoxy-isovaleriansaeure；(2R)-2-acetyloxy-3-methylbutanoic acid
• CAS: 44976-78-5
• 化学式: C₇H₁₂O₄
• 分子量: 160.17
• InChiKey: SHYABMSJIGYKIG-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  (R)-2-乙酰氧基-3-甲基丁酸 在 palladium on activated charcoal sodium hydroxide 、 硫酸 、 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醇 、 苯 为溶剂， 生成 N-Methyl-L-valyl-D-α-hydroxy-isovaleryl-N-methyl-L-valyl-D-α-hydroxy-isovaleriansaeure-tert-butylester
  参考文献：
  名称：

  Plattner,P.A. et al., Helvetica Chimica Acta, 1963, vol. 46, p. 927 - 935

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 permanganate(VII) ion 、 丙酮 作用下， 生成 (R)-2-乙酰氧基-3-甲基丁酸
  参考文献：
  名称：

  Bartlett; Kuna; Levene, Journal of Biological Chemistry, 1937, vol. 118, p. 515

  摘要：

  DOI：

文献信息

• Synthesis of Optically Active α-Hydroxy Acids by Kinetic Resolution Through Lipase-Catalyzed Enantioselective Acetylation
  作者：Waldemar Adam、Michael Lazarus、Alexandra Schmerder、Hans-Ulrich Humpf、Chantu R. Saha-Möller、Peter Schreier

  DOI：10.1002/(sici)1099-0690(199809)1998:9<2013::aid-ejoc2013>3.0.co;2-s

  日期：1998.9

  The lipase-catalyzed acetylation of a broad spectrum of racemic 2-hydroxy acids 1 to their 2-acetoxy acids 2 was shown to proceed with high enantioselectivity. Thus, the microbial lipases, in particular from Candidaantarctica and Burkholderiaspecies, are convenient biocatalysts for the synthesis of optically active 2-hydroxy acids in excellent enantioselectivity (ee values up to > 99%). The absolute

  脂肪酶催化的广谱外消旋 2-羟基酸 1 乙酰化为其 2-乙酰氧基酸 2 显示出以高对映选择性进行。因此，微生物脂肪酶，特别是来自念珠菌和伯克霍尔德菌属的微生物脂肪酶，是合成具有优异对映选择性（ee 值高达 > 99%）的旋光 2-羟基酸的方便生物催化剂。2-羟基酸 1 的绝对构型是通过将气相色谱数据与文献已知参考化合物的数据进行比较，或通过激子耦合圆二色性方法 (ECCD) 对其双发色 2-萘甲酸酯 9 进行分配-蒽甲基衍生物 3. 这些结果表明 (S)-2-羟基酸 1 优先被微生物脂肪酶乙酰化。
• [EN] CHRYSANTHEMYL DERIVATIVES AS MEALYBUG ATTRACTANT<br/>[FR] DÉRIVÉS DE CHRYSANTHÉMYLE EN TANT QUE COMPOSÉ ATTIRANT LES COCHENILLES
  申请人：EL-SAYED ASHRAF M

  公开号：WO2011053168A1

  公开（公告）日：2011-05-05

  The invention relates to a compound of formula (I) or a salt thereof: wherein the substituents R1, R2, R3, R4, R5, R6, R7 and X are defined herein, its synthesis and methods of controlling and monitoring populations of mealybugs.

  本发明涉及式(I)化合物或其盐：其中取代基R1、R2、R3、R4、R5、R6、R7和X的定义如本文中所述，及其合成方法和控制及监测粉虱种群的方法。
• Synthesis of citrophilus mealybug sex pheromone using chrysanthemol extracted from Pyrethrum (<i>Tanacetum cinerariifolium</i>)
  作者：Jan Bergmann、Jaime Tapia、Manuel Bravo、Tania Zaviezo、M. Fernanda Flores

  DOI：10.1080/14786419.2018.1446136

  日期：2019.2.1

  A commercial pyrethrum extract was used as a source of chrysanthemol for the synthesis of the citrophilus mealybug (Pseudococcus calceolariae) sex pheromone. The chrysanthemic acid esters (pyrethrins I) were isolated and subsequently reduced to obtain chrysanthemol, which was used for ester pheromone synthesis. Field tests showed that the pheromone synthesized using plant-derived chrysanthemol was

  商业除虫菊提取物被用作菊花的来源，用于合成瓜粉粉虱（Pseudococcus calceolariae ）性信息素。分离菊酸酯（菊酯I）并随后还原以获得菊酸酯，其用于酯信息素的合成。田间试验表明，使用植物来源的菊苣酚合成的信息素对雄性腐烂假单胞菌的吸引力与使用商业化的菊苣酚混合物获得的信息素一样。
• METHOD FOR EFFECTIVELY CONTROLLING COCCOIDEA INSECT PESTS
  申请人：Ecologia Y Proteccion Agricola, S.L.

  公开号：EP3732964A1

  公开（公告）日：2020-11-04

  The present invention relates to a method for determining the effective flow rate of at least one semiochemical for controlling at least one coccoid insect pest using an artificial semiochemical matrix, and use of the effective flow rate for effectively controlling at least one coccoid insect pest through the diffusion of at least one semiochemical.

  本发明涉及一种利用人工半化学物质基质确定至少一种半化学物质的有效流速以控制至少一种茧翅目害虫的方法，以及利用该有效流速通过至少一种半化学物质的扩散有效控制至少一种茧翅目害虫的方法。
• New diterpene pyrone-type compounds, metarhizins A and B, isolated from entomopathogenic fungus, Metarhizium flavoviride and their inhibitory effects on cellular proliferation
  作者：Haruhisa Kikuchi、Tomoko Hoshi、Minoru Kitayama、Mizuki Sekiya、Yasuhiro Katou、Kazunori Ueda、Yuzuru Kubohara、Hiroki Sato、Mitsuaki Shimazu、Shoichiro Kurata、Yoshiteru Oshima

  DOI：10.1016/j.tet.2008.11.014

  日期：2009.1

  To date, entomopathogenic fungi have not been extensively examined by natural product chemists. In this study, we isolated novel pyrone diterpene-type compounds, metarhizins A (1) and B (2), from methanol extracts of entomopathogenic fungus, Metarhizium flavoviride. They showed potent and selective antiproliferative activity against both insect and human cancer cell lines. These results indicate that metarhizins A (1) and B (2) can be used as novel lead compounds for anti-cancer agents and probes for cell cycle regulation. To further investigate the structural requirements for this inhibitory activity, we synthesized many metarhizin derivatives and evaluated their antiproliferative activities. (C) 2008 Elsevier Ltd. All rights reserved.