(+/-)-5,6-dihydroxyhexanoic acid | 122804-25-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (+/-)-5,6-dihydroxyhexanoic acid
• 英文别名: 5,6-Dihydroxyhexanoic acid
• CAS: 122804-25-5
• 化学式: C₆H₁₂O₄
• mdl: MFCD19229637
• 分子量: 148.159
• InChiKey: NRKKZRXIFVGKRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (+/-)-5,6-dihydroxyhexanoic acid 以 溶剂黄146 为溶剂， 反应 12.0h， 生成 5,6-diacetoxyhexanoic acid
  参考文献：
  名称：

  The Nature of the Catalytically Active Species in Olefin Dioxygenation with PhI(OAc)₂: Metal or Proton?

  摘要：

  Evidence for the protiocatalytic nature of the diacetoxylation of alkenes using PhI(OAc)(2) as oxidant is presented. Systematic studies into the catalytic activity in the presence of proton-trapping and metal-complexing agents indicate that protons act as catalysts in the reaction. Using triflic acid as catalyst, the selectivity and reaction rate of the conversion is similar or superior to most efficient metal-based catalysts. Metal cations, such as Pd(II) and Cu(II), may interact with the oxidant in the initiation phase of the catalytic transformation; however, 1 equiv of strong acid is produced in the first cycle which then functions as the active catalyst. Based on a kinetic study as well as in situ mass spectrometry, a mechanistic cycle for the proton-catalyzed reaction, which is consistent with all experimental data presented in this work, is proposed.

  DOI：

  10.1021/ja110805b
• 作为产物：
  描述：

  5-己烯酸 在 三氟甲磺酸 、 碘苯二乙酸 、 水 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 生成 (+/-)-5,6-dihydroxyhexanoic acid
  参考文献：
  名称：

  The Nature of the Catalytically Active Species in Olefin Dioxygenation with PhI(OAc)₂: Metal or Proton?

  摘要：

  Evidence for the protiocatalytic nature of the diacetoxylation of alkenes using PhI(OAc)(2) as oxidant is presented. Systematic studies into the catalytic activity in the presence of proton-trapping and metal-complexing agents indicate that protons act as catalysts in the reaction. Using triflic acid as catalyst, the selectivity and reaction rate of the conversion is similar or superior to most efficient metal-based catalysts. Metal cations, such as Pd(II) and Cu(II), may interact with the oxidant in the initiation phase of the catalytic transformation; however, 1 equiv of strong acid is produced in the first cycle which then functions as the active catalyst. Based on a kinetic study as well as in situ mass spectrometry, a mechanistic cycle for the proton-catalyzed reaction, which is consistent with all experimental data presented in this work, is proposed.

  DOI：

  10.1021/ja110805b

文献信息

• Selective transformation of nitriles into amides and carboxylic acids by an immobilized nitrilase
  作者：Norbert Klempier、Anna de Raadt、Kurt Faber、Herfried Griengl

  DOI：10.1016/s0040-4039(00)92623-6

  日期：1991.1

  Using an immobilized nitrilase from Rhodococcus sp. mild and selective hydrolysis of nitriles can be achieved even in the presence of acid or base sensitive groups under neutral conditions. This method is applicable to a broad range of substrates as exemplified by aliphatic, alicyclic, heterocyclic and carbohydrate type nitriles.

  使用来自红球菌属的固定化腈水解酶。即使在中性条件下存在酸或碱敏感基团，也可以实现腈的温和选择性水解。该方法适用于各种底物，例如脂族，脂环族，杂环和碳水化合物类腈。
• OXAZOLIDINONE ANTIBIOTIC DERIVATIVES
  申请人：Gude Markus

  公开号：US20100137290A1

  公开（公告）日：2010-06-03

  The invention relates to antibacterial compounds of formula I wherein R 1 is hydrogen, halogen, hydroxy, alkoxy or cyano; Y 1 and Y 2 each represent CH, one or two of U, V, W and X represent(s) N and the remaining each represent CH or, in the case of X, may also represent CR a , R a being halogen, and, in the case of W, may also represent CR b , or each of U, V, W, X, Y 1 and Y 2 represents CH, or each of U, V, W, X and Y 1 represents CH and Y 2 represents N, or also one or, provided R 1 is hydrogen, two of U, V, W, X, Y 1 and Y 2 represent(s) CRC and the remaining each represent CH, R b being alkoxy, alkoxycarbonyl or alkoxyalkoxy and R c being, each time it occurs, independently represents hydroxy or alkoxy; A-B-D represents a chain of 4 to 6 atoms, which 4 to 6 atoms are seleted from carbon, oxygen and nitrogen and may be substituted; E is one of the following groups: in which Z is CH or N and Q is O or S, or E is a phenyl group which is substituted once or twice in the meta and/or para position(s); and to salts of such compounds.

  本发明涉及式I的抗菌化合物，其中R1为氢、卤素、羟基、烷氧基或氰基；Y1和Y2各自代表CH，一个或两个U、V、W和X代表N，其余各自代表CH，或者在X的情况下，也可以代表CRa，其中Ra为卤素，并且在W的情况下，也可以代表CRb，或者U、V、W、X、Y1和Y2各自代表CH，或者U、V、W、X和Y1各自代表CH，而Y2代表N，或者，如果R1为氢，则一个或两个U、V、W、X、Y1和Y2代表CRC，其余各自代表CH，其中Rb为烷氧基、烷氧羰基或烷氧基烷氧基，Rc每次出现时独立地代表羟基或烷氧基；A-B-D代表4至6个原子的链，这4至6个原子选自碳、氧和氮，并且可以被取代；E是以下组之一：其中Z为CH或N，Q为O或S，或者E为苯基，该苯基在间位和/或对位被取代一次或两次；以及这类化合物的盐。
• Aerobic oxidation of C₄–C₆ α,ω-diols to the diacids in base-free medium over zirconia-supported (bi)metallic catalysts
  作者：Modibo Mounguengui-Diallo、Achraf Sadier、Denilson Da Silva Perez、Clémence Nikitine、Laura Puchot、Youssef Habibi、Catherine Pinel、Noémie Perret、Michèle Besson

  DOI：10.1039/c9nj01695c

  日期：——

  under 40 bar air. The nature of the metallic catalyst influenced the distribution of products as oxidation proceeded. The longer the carbon chain linking the terminal alcohol groups, the higher the yield of the diacid. The best yields of succinic acid, glutaric acid and adipic acid reached 83, 84 and 96% from BDO, PDO and HDO, respectively, over Au–Pt/ZrO2. There was some evidence of decarbonylation

  脂族α，ω-二醇的氧化是生产有价值的α，ω-二酸或ω-羟基酸用于各种聚合物合成的潜在有趣途径。1,4-丁二醇（BDO），1,5-戊二醇（PDO）和1,6-己二醇（HDO）特别吸引人，因为它们可以从木质纤维素生物质中获得。在70 bar或90°C的氧化锆上，在40 bar的空气中，在一组Au，Pt，Au-Pt和Au-Pd催化剂上，在水中研究了这些二醇的水有氧氧化成相应的二酸。随着氧化的进行，金属催化剂的性质影响了产物的分布。连接末端醇基的碳链越长，二酸的产率越高。与Au–Pt / ZrO相比，BDO，PDO和HDO的琥珀酸，戊二酸和己二酸的最佳产率分别达到83％，84％和96％2。在反应的早期，有一些证据表明α，ω-羟醛会脱羰。与HDO相比，1,2,6-己三醇中羟基取代基的存在显着降低了氧化速率。此外，在中等碱性介质（NaOH /二醇= 2）中，相对于Au / ZrO 2（90-93％），P
• 2,4-Dihydroxyadipic acid derivative
  申请人：Kanegafuchi Chemical Industry Co., Ltd.

  公开号：EP0464817A1

  公开（公告）日：1992-01-08

  A novel 2,4-dihydroxyadipic acid derivative of the formula: wherein R¹ and R⁴ are the same or different and each a hydrogen atom, an alkyl group, an aralkyl group, an aryl group or a silyl group, and R² and R³ are the same or different and each a hydrogen atom or a protective group of a hydroxy group or together form a ring, which is useful as a common intermediate in the synthesis of HMG-CoA reductase inhibitor.

  一种新颖的 2,4-二羟基己二酸衍生物，其化学式为 其中 R¹ 和 R⁴ 相同或不同，各为氢原子、烷基、芳烷基、芳基或硅烷基，R² 和 R³ 相同或不同，各为氢原子或羟基的保护基团或共同形成一个环，可用作合成 HMG-CoA 还原酶抑制剂的普通中间体。
• POLYURETHANE POLYUREA RESIN COMPOSITION, BINDER FOR PRINTING INKS, AND PRINTING INK
  申请人：DIC Corporation

  公开号：EP2749602A1

  公开（公告）日：2014-07-02

  Provided are a polyurethane polyurea resin composition that has high storage stability without a decrease in viscosity or turbidity over time and a printing ink that has high storage stability without a decrease in viscosity or coloration over time. The resin composition contains, as essential components, a polyurethane polyurea resin (A), a polyhydroxymonocarboxylic acid (B) having an acid value of 340 to 500 mg KOH/g and a hydroxyl value of 680 to 1,300 mg KOH/g, and at least one solvent selected from the group consisting of an ester solvent (C1) and an alcohol solvent (C2).

  本发明提供了一种聚氨酯聚脲树脂组合物，该组合物具有较高的储存稳定性，且不会随着时间的推移而降低粘度或浑浊度；还提供了一种印刷油墨，该油墨具有较高的储存稳定性，且不会随着时间的推移而降低粘度或着色。该树脂组合物的主要成分包括聚氨酯聚脲树脂（A）、酸值为 340 至 500 毫克 KOH/g 和羟值为 680 至 1 300 毫克 KOH/g 的聚羟基单羧酸（B），以及至少一种选自酯溶剂（C1）和醇溶剂（C2）的溶剂。