(R)-2-n-butyl-1,4-butanediol | 688327-32-4

• 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: (R)-2-n-butyl-1,4-butanediol
• 英文别名: (2R)-2-butyl-1,4-butanediol；(R)-2-butyl-1,4-butanediol；(2R)-butyl-1,4-butanediol；(2R)-2-butylbutane-1,4-diol
• CAS: 688327-32-4
• 化学式: C₈H₁₈O₂
• 分子量: 146.23
• InChiKey: YIEIFUSLOJKTEE-MRVPVSSYSA-N

物化性质

• 沸点：
  248.6±8.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-己烯 、 三乙基铝 在 η⁵-cyclopentadienyl-η⁵-(1-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]-4,5,6,7-tetrahydroindenyl)zirconium dichloride 、 氧气 、 盐酸 、 水 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 2-乙基己醇 、 (S)-2-n-butyl-1,4-butanediol 、 (R)-2-n-butyl-1,4-butanediol
  参考文献：
  名称：

  手性锆茂在烯烃加氢，碳和环化反应中的对映选择性

  摘要：

  手性Zr催化剂L 1 L 2 ZrCl 2 [L 1  = L 2  = 1-新薄荷烯（Ind ∗），1 ;的对映选择性。L 1  = Cp，L 2  = Ind ∗ 2；大号1  =的Cp，L 2  = 1- neomenthylindenyl-4,5,6,7-四氢茚基（CP *）3 ]在由有机铝化合物（OAC）（阿尔梅烯烃的加氢，碳环和cycloalumination 3，ALET 3，HAlBu2i）已被研究。发现OAC对反应的化学和对映选择性表现出最大的影响。反应的化学和对映选择性也取决于催化剂的结构和反应条件（溶剂类型，催化剂浓度，温度）。结果表明，配合物1或3催化HAlBu2i在α-甲基苯乙烯加氢铝化反应中没有不对称诱导。，是形成不同结构的Zr氢化物配合物作为反应中间体的结果。MTPA用作衍生试剂，用于对反应产物进行氧化和水解后获得的β-手性醇的对映体过量估计和绝对构型分配。显

  DOI：

  10.1016/j.tetasy.2010.01.001

文献信息

• Intramolecular mobility of η⁵-ligands in chiral zirconocene complexes and the enantioselectivity of alkene functionalization by organoaluminum compounds
  作者：Lyudmila V. Parfenova、Irina V. Zakirova、Pavel V. Kovyazin、Stanislav G. Karchevsky、Galina P. Istomina、Leonard M. Khalilov、Usein M. Dzhemilev

  DOI：10.1039/c6dt01366j

  日期：——

  η5-neomenthylindenyl) was shown by means of dynamic NMR spectroscopy, and the constants and thermodynamic parameters of conformer exchange were determined. The experimental conformational composition of the complexes was compared with structures obtained by quantum chemical modeling using the DFT methods PBE/3ζ and M06-2X/cc-pVDZ(H, C, Cl)/cc-pVDZ-PP(Zr), which predicted three rotamers in the case of both CpInd*ZrCl2

  溶剂性质的效果（CD 2氯2，d 8 -甲苯，d 8上neomenthyl取代茂锆的构象行为-THF）CpInd *的ZrCl 2（CP =η 5 -C 5 H ^ 5，工业* =η 5 -neomenthylindenyl），CpCp'ZrCl 2（CP =η 5 -C 5 H ^ 5，CP'=η 5 -neomenthyl-4,5,6,7-四氢茚基），和工业* 2的ZrCl 2（茚* =η 5通过动态NMR光谱法显示-（新薄荷烯基），并确定构象异构体交换的常数和热力学参数。将配合物的实验构象组成与通过使用DFT方法PBE /3ζ和M06-2X / cc-pVDZ（H，C，Cl）/ cc-pVDZ-PP（Zr）的量子化学建模获得的结构进行了比较，从而预测在CpInd * ZrCl 2和CpCp'ZrCl 2的情况下，三个旋转异构体，和对于Ind * 2 ZrCl 2的七个旋转异构体，其中三个是C
• Asymmetric alkene cycloalumination by AlEt3, catalyzed with neomenthylindenyl zirconium η-complexes
  作者：Lyudmila V. Parfenova、Pavel V. Kovyazin、Tatyana V. Tyumkina、Tatyana V. Berestova、Leonard M. Khalilov、Usein M. Dzhemilev

  DOI：10.1016/j.jorganchem.2012.10.021

  日期：2013.1

  structures, as well as solvent, affect the overall yield and enantiomeric excess of the reaction product - 3-alkylsubstituted aluminacyclopentanes. The reaction of terminal alkenes with AlEt3, catalyzed by complex 1, in hydrocarbon solvents gives predominantly S-enantiomers of cyclic organoaluminum compounds with enantiomeric excess up to 37%. Complex 2 shows smaller stereoinduction effect and provides

  纸张致力于末端烯烃cycloalumination的反应通过ALET研究3（对具有neomenthylindenyl锆络合物催化小号）（对小号） -双[ η 5 - [1 - [（1小号，2小号，5 [R）-2-异丙基-5- methylcycloh-exyl]茚基]二氯化锆（1）或（对小号） - （η 5 -环戊二烯基）[ η 5 - [1 - [（1小号，2小号，5 R）-2-异丙基-5-甲基环己基]茚基]]二氯化锆（2）。结果表明，烯烃和催化剂的结构以及溶剂影响了反应产物3-烷基取代的氧化铝环戊烷的总产率和对映体过量。在烃类溶剂中，末端烯烃与配合物1催化的AlEt 3的反应主要产生环状有机铝化合物的S-对映异构体，其对映体过量最高可达37％。配合物2显示较小的立体诱导作用，并提供具有6–26％ee的氧化铝环戊烷的R对映异构体。 显示了含硒的衍生试剂（R）-2-苯基硒基丙酸对由环状有机铝化合物制得的β-烷基-1
• NOVEL CYCLOSPORIN DERIVATIVES AND USES THEREOF
  申请人：S&T Global Inc.

  公开号：US20130210704A1

  公开（公告）日：2013-08-15

  The present invention relates to a compound of the Formula (I)): or pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing viral infections, inflammation, dry eye, central nervous disorders, cardiovascular diseases, cancer, obesity, diabetes, muscular dystrophy, and hair loss.

  本发明涉及公式(I)的化合物或其药学上可接受的盐，其中符号如规范中所定义；以及包含该化合物的制药组合物，用于治疗或预防病毒感染、炎症、干眼症、中枢神经系统疾病、心血管疾病、癌症、肥胖症、糖尿病、肌肉营养不良和脱发的方法。
• Catalytic enantioselective ethylalumination of terminal alkenes: substrate effects and absolute configuration assignment
  作者：Lyudmila V. Parfenova、Pavel V. Kovyazin、Tatyana V. Tyumkina、Alyona V. Makrushina、Leonard M. Khalilov、Usein M. Dzhemilev

  DOI：10.1016/j.tetasy.2014.11.019

  日期：2015.2

  The chemo- and enantioselectivity of the reaction of alkenes with AlEt3 catalyzed by bis(1-neomenthyl-indenyl)zirconium dichloride has been studied. The reaction with linear alkenes in a chlorinated solvent (CH2Cl2) gives mainly carbometallation products in 70-80% yield and with enantiomeric purity of 47-70%ee with an (S)-configuration. In the case of vinylcycloalkanes and styrene, the reaction provides roughly equal amounts of carbometallation products and substituted alumolanes with enantioselectivities of 39-69%ee and 40-57%ee, respectively.(R)-MTPA and (R)-2-phenylselenopropionic acid [(R)-PSPA] were used as the derivatization reagents for enantiomeric excess estimation and the absolute configuration assignment of beta-chiral primary alcohols and 2-substituted 1,4-butanediols resulting from oxidation and hydrolysis of the organoaluminum products. It was shown that the specific rotation changes sign in the series of enantiomerically enriched 2-ethyl-1-alkanols when going from beta-ethyl-substituted octanol to nonanol. The conformational analysis of the MTPA and PSPA esters of 2-ethyl-1-alkanols was performed and a dependence of their conformational composition on the type of substituent at the beta-stereogenic center was established. Calculation of the Se-77 NMR chemical shifts of the possible conformers of the PSPA esters demonstrated that the conformation of the selenium moiety has the most pronounced effect on the delta(Se) value. The high efficiency of PSPA application for the enantiomeric purity estimation and the absolute configuration assignment of 2-ethyl-1-alkanols is shown. (C) 2014 Elsevier Ltd. All rights reserved.
• Enantioselectivity of chiral zirconocenes as catalysts in alkene hydro-, carbo- and cycloalumination reactions
  作者：Lyudmila V. Parfenova、Tatyana V. Berestova、Tatyana V. Tyumkina、Pavel V. Kovyazin、Leonard M. Khalilov、Richard J. Whitby、Usein M. Dzhemilev

  DOI：10.1016/j.tetasy.2010.01.001

  日期：2010.3

  and enantioselectivity. The reaction chemo- and enantioselectivity depend on the catalyst structure and reaction conditions (solvent type, catalyst concentration, temperature) as well. It is shown that the lack of asymmetric induction in the reaction of α-methylstyrene hydroalumination by HAlBu2i, catalyzed with complexes 1 or 3, is the result of the formation of Zr hydride complexes of different structures

  手性Zr催化剂L 1 L 2 ZrCl 2 [L 1  = L 2  = 1-新薄荷烯（Ind ∗），1 ;的对映选择性。L 1  = Cp，L 2  = Ind ∗ 2；大号1  =的Cp，L 2  = 1- neomenthylindenyl-4,5,6,7-四氢茚基（CP *）3 ]在由有机铝化合物（OAC）（阿尔梅烯烃的加氢，碳环和cycloalumination 3，ALET 3，HAlBu2i）已被研究。发现OAC对反应的化学和对映选择性表现出最大的影响。反应的化学和对映选择性也取决于催化剂的结构和反应条件（溶剂类型，催化剂浓度，温度）。结果表明，配合物1或3催化HAlBu2i在α-甲基苯乙烯加氢铝化反应中没有不对称诱导。，是形成不同结构的Zr氢化物配合物作为反应中间体的结果。MTPA用作衍生试剂，用于对反应产物进行氧化和水解后获得的β-手性醇的对映体过量估计和绝对构型分配。显