isobutyl lactate | 77027-84-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: isobutyl lactate
• 英文别名: isobutyl (S)-lactate；(S)-iso-butyl lactate；isobutyl L-lactate；Propanoic acid, 2-hydroxy-, 2-methylpropyl ester, (2S)-；2-methylpropyl (2S)-2-hydroxypropanoate
• CAS: 77027-84-0
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: WBPAQKQBUKYCJS-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenol 、 isobutyl lactate 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 2-methylpropyl (2R)-2-[3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)indol-1-yl]methyl]phenoxy]propanoate
  参考文献：
  名称：

  Discovery of a Peroxisome Proliferator Activated Receptor γ (PPARγ) Modulator with Balanced PPARα Activity for the Treatment of Type 2 Diabetes and Dyslipidemia

  摘要：

  A series of 3-acylindole-1-benzylcarboxylic acids were designed and synthesized while searching for a PPAR gamma modulator with additional moderate intrinsic PPAR alpha agonistic activity. 2-[3-[[3-(4-Chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-(2R)-butanoic acid (12d) was identified as such an agent which demonstrated potent efficacy in lowering both glucose and lipids in multiple animal models with significantly attenuated side effects such as fluid retention and heart weight gain associated with PPAR gamma full agonists, The moderate PPAR alpha activity of 12d not only contributed to the agent's ability to manage lipid profiles but also appears to have potentiated its PPAR gamma efficacy in lowering glucose levels in preclinical diabetic animal models.

  DOI：

  10.1021/jm900367w
• 作为产物：
  描述：

  丙酮酸异丁酯 在 PVP-Pt 、 辛可尼丁 氢气 、 正丁醇 作用下， 以 溶剂黄146 为溶剂， 24.85 ℃ 、4.0 MPa 条件下， 反应 0.5h， 生成 (R)-乳酸异丁酯 、 isobutyl lactate
  参考文献：
  名称：

  丙酮酸酯在聚合物稳定和负载的铂纳米团簇上的对映体选择性氢化

  摘要：

  已经在聚乙烯吡咯烷酮稳定的铂（PVP-Pt）和相应的氧化铝负载的铂（Al 2 O 3 -Pt）簇上研究了丙酮酸的辛可尼定修饰的对映选择性氢化。结果表明，粒径小于2.0 nm的催化剂表现出> 90％的对映选择性，有利于（R）-乳酸。除四氢呋喃外，其溶剂作用与常规负载铂催化剂相似。这些胶体和负载簇稳定，即使在室温下在空气中放置18个月也没有明显的活性和对映选择性损失。铂表面改性剂-反应物相互作用的分子力学计算表明，可以在小簇上获得良好的对映选择性。

  DOI：

  10.1016/s0040-4020(99)00415-9

文献信息

• Synthesis and Determination of the Absolute Configuration of Fugomycin and Desoxyfugomycin: CD Spectroscopy and Fungicidal Activity of Butenolides
  作者：Manfred Braun、Andreas Hohmann、Jaykumar Rahematpura、Corinna Bühne、Stefan Grimme

  DOI：10.1002/chem.200400132

  日期：2004.9.20

  desoxyfugomycin (2), respectively. The stereoselective bromine-lithium exchange that leads to the carbenoid 12 and the vinyllithium reagent 17 a on the one hand, and palladium-catalyzed coupling reactions of the dibromoalkene 3 and the bromolactone 22 on the other are key steps en route to the butenolides 1 and 2. The chiral building blocks (S)-3, (R)-4, and (S)-4 are readily available from (R)-isopropylideneglyceraldehyde

  二溴代烯烃（S）-3和（R）-和（S）-4分别是天然存在的杀菌性丁烯内酯富古霉素（1）和脱氧富戈霉素（2）的合成中间体。一方面导致类胡萝卜素12和乙烯基锂试剂17a的立体选择性溴-锂交换，另一方面，二溴代烯烃3和溴内酯22的钯催化偶联反应是通往丁烯内酯1和1的关键步骤。 2.（S）-3，（R）-4和（S）-4的手性结构单元很容易从（R）-异亚丙基甘油醛5，异丁基（R）-乳酸6a和乙基（S）-乳酸6b。此处采用的合成程序允许通过比较天然药物品的手性与合成产品的性质来确定天然品富霉素（1）和脱氧富戈霉素（2）的绝对构型。发现通过两种不同的密度泛函方法（TDDFT，DFT / MRCI）计算得到的溴内酯22的CD光谱与测得的光谱非常吻合。基于这些计算，可以将观察到的两个CD谱带分别分配给n-pi *和pi-pi *跃迁。烟熏霉素（1）和合成丁烯内酯20在温室实验中显示出对葡萄孢的高杀真菌活性，而
• Chiroptische effekte chiraler lanthanoidorganyle
  作者：Jens Stehr、R.Dieter Fischer

  DOI：10.1016/0022-328x(93)86058-p

  日期：1993.10

  Reaction of (C5H5)3Yb with (R)-(+)-, (s)-(-)-isobutyllactate or (S)-(+)-2-butanol in a molar ratio of 1:1 affords the new bis(cyclopentadienyl)ytterbium(III)alkoxides 4a, 4b and 5, respectively, which could be characterized by H-1-NMR spectroscopy. The single-crystal X-ray analysis of 4a reveals a particulary rigid dinuclear framework, [(eta5-C5H5)2Yb(mu-OCH(Me)COO(i)Bu}]2. 4a: Monoclinic P, P2(1); a 1067.3(1), b 1002.6(1), c 1622.9 (2) pm; beta 96.84(1)-degrees; R = 0.038 (R(w) = 0.040). While 4a and 4b display notable f-f-circular dichroism (f-f-CD), the f-f-absorption range of the likewise chiral complex 5 with a less rigid configuration is devoid of any CD effects.
• Wasserhaltige Tinte und ihre Verwendung
  申请人：Francotyp-Postalia AG & Co. KG

  公开号：EP1072653B1

  公开（公告）日：2005-03-02
• US6551391B1
  申请人：——

  公开号：US6551391B1

  公开（公告）日：2003-04-22
• Discovery of a Peroxisome Proliferator Activated Receptor γ (PPARγ) Modulator with Balanced PPARα Activity for the Treatment of Type 2 Diabetes and Dyslipidemia
  作者：Weiguo Liu、Kun Liu、Harold B. Wood、Margaret E. McCann、Thomas W. Doebber、Ching H. Chang、Taro E. Akiyama、Monica Einstein、Joel P. Berger、Peter T. Meinke

  DOI：10.1021/jm900367w

  日期：2009.7.23

  A series of 3-acylindole-1-benzylcarboxylic acids were designed and synthesized while searching for a PPAR gamma modulator with additional moderate intrinsic PPAR alpha agonistic activity. 2-[3-[[3-(4-Chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-(2R)-butanoic acid (12d) was identified as such an agent which demonstrated potent efficacy in lowering both glucose and lipids in multiple animal models with significantly attenuated side effects such as fluid retention and heart weight gain associated with PPAR gamma full agonists, The moderate PPAR alpha activity of 12d not only contributed to the agent's ability to manage lipid profiles but also appears to have potentiated its PPAR gamma efficacy in lowering glucose levels in preclinical diabetic animal models.