(4S,4’S)-2,2’-(丙烷-2,2-二基)双(4-甲基-4,5-二氢噁唑) | 181708-51-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: (4S,4’S)-2,2’-(丙烷-2,2-二基)双(4-甲基-4,5-二氢噁唑)
• 中文别名: 邻溴联吡啶
• 英文名称: 2,2-bis[2-(4S-methyl-1,3-oxazolinyl)] propane
• 英文别名: 2,2-bis[2-(4S)-methyl-1,3-oxazolinyl]propane；(4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-methyl-4,5-dihydrooxazole)；(4S)-4-methyl-2-[2-[(4S)-4-methyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl]-4,5-dihydro-1,3-oxazole
• CAS: 181708-51-0
• 化学式: C₁₁H₁₈N₂O₂
• 分子量: 210.276
• InChiKey: MUFYSMUEBCWPGF-YUMQZZPRSA-N

物化性质

• 沸点：
  272.3±23.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  (4S,4’S)-2,2’-(丙烷-2,2-二基)双(4-甲基-4,5-二氢噁唑) 、 生成
  参考文献：
  名称：

  通过辅助配体交换合成立体嵌段聚酮

  摘要：

  我们报告了一种合成立体嵌段聚合物的新策略，该策略涉及在过渡金属催化聚合过程中进行辅助配体交换。我们还通过配体交换证明了链端和位点控制机制之间的协同性。在这些结果的基础上，通过首先用 I-2 生长等规链段，然后通过用联吡啶置换 Pd(II) 催化剂中的双恶唑啉配体来开启间规生长，从而实现立体嵌段共聚物的合成。18 参考，1 图。

  DOI：

  10.1021/ja9610141
• 作为产物：
  描述：

  L-氨基丙醇 、 2,2-二甲基丙二腈 在 zinc trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以75%的产率得到(4S,4’S)-2,2’-(丙烷-2,2-二基)双(4-甲基-4,5-二氢噁唑)
  参考文献：
  名称：

  一种高效通用的一锅法合成手性双（恶唑啉）和吡啶双（恶唑啉）配体

  摘要：

  摘要：报道了一种快速合成手性盒和 pybox 配体的方法。该方法基于手性 b-氨基醇与二腈使用化学计量或催化量的三氟甲磺酸锌的一锅缩合反应。在许多情况下无需进一步纯化产物即可获得大于 90% 的产率。关键词: 双(恶唑啉), pybox, 合成, 三氟甲磺酸锌, 甲苯, 手性配体 手性双(恶唑啉) (box) 广泛用于越来越多的有机反应的不对称催化，包括环丙烷化， Diels–Alder、烯、氮丙啶化、烯丙基取代、Mukaiyama–Michael、Mukaiyama 羟醛反应，1,2 仅举几例。在两个恶唑啉环之间带有一个单碳间隔基的盒子系统是最常用的。自 1997 年以来，还对异构系统中的支持盒配体进行了许多尝试。3 在两个恶唑啉环之间的连接中引入第三个配位原子导致了三齿双（恶唑啉）配体的开发，其中吡啶双（恶唑啉）（pybox）衍生物代表了最著名的例子。这些配体已成功地用于与双（恶唑啉）相同类型的反应中，

  DOI：

  10.1055/s-2005-872672
• 作为试剂：
  描述：

  二苄基甲酮 在 (4S,4’S)-2,2’-(丙烷-2,2-二基)双(4-甲基-4,5-二氢噁唑) 、 正丁基锂 、 copper(II) bis(trifluoromethanesulfonate) 、 sodium hydride 、 potassium carbonate 、 一水合肼 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 丁酮 、 正丁醇 为溶剂， 反应 48.5h， 生成 (3',4'-cis;4',5'-trans) 1,5,5-tribenzyl-2-{[(2',5'-dimethyl-3'-phenyl)isoxazolidin-4'-yl]-carbonyl}-pyrazolidin-3-one
  参考文献：
  名称：

  Exo Selective Enantioselective Nitrone Cycloadditions

  摘要：

  We have developed a novel method for accessing exo adducts with high enantioselectivity in nitrone cycloadditions to enoates. Pyrazolidinones proved to be effective achiral templates in the cycloadditions, providing exo adducts typically in >15:1 selectivity and 90-98% ee. The use of Lewis acids that form square planar complexes, such as copper triflate, was important for obtaining high exo selectivity.

  DOI：

  10.1021/ja039087p

文献信息

• Alkene Hydrofunctionalization Reactions
  申请人：Sigman Matthew S.

  公开号：US20090069580A1

  公开（公告）日：2009-03-12

  A reductive cross coupling reaction process for functionalization of a nucleophilic alkene can be achieved. The nucleophilic alkene and a nucleophilic cross coupling partner compound can be reacted in the presence of an oxidizable alcohol and a suitable catalyst to form a reductive coupling product. Various additives can also be useful to refine the process such as by mitigating certain undesirable intermediates, facilitating specific site selectivity for various substitutions or reaction sites, etc. Chiral additives can be optionally used which act to provide asymmetric catalysis, e.g. allow for regioselective and stereoselective production of reductive coupling products. A reductive cross coupling pathway can include oxidizing the oxidizable alcohol to form a catalyst hydride. The nucleophilic alkene can be inserted into the catalyst hydride to form a catalyst-alkyl intermediate. Further, the catalyst-alkyl intermediate can be transmetallized with the nucleophilic cross coupling partner compound to form a transmetallated intermediate. The catalyst can be reductively eliminated to form the reductive coupling product and a reduced catalyst. Finally, the reduced catalyst can be oxidized under aerobic conditions, for example with oxygen, to form the oxidized catalyst and subsequent repetition through the cyclic pathway.

  可以实现对亲核烯烃进行官能化的还原型交叉偶联反应过程。在可氧化醇和适当的催化剂存在下，亲核烯烃和亲核交叉偶联配体化合物可以发生反应，形成还原型偶联产物。各种添加剂也可用于优化该过程，例如通过减轻某些不良中间体，促进特定位点的选择性取代或反应位点等。还可以选择性地使用手性添加剂，用于提供不对称催化作用，例如实现还原型偶联产物的区域选择性和立体选择性生产。还原型交叉偶联途径可以包括将可氧化醇氧化以形成催化剂氢化物。亲核烯烃可以插入催化剂氢化物中，形成催化剂烷基中间体。此外，催化剂烷基中间体可以与亲核交叉偶联配体化合物发生转金属化反应，形成一个转金属化中间体。催化剂可以发生还原消除反应，形成还原偶联产物和还原催化剂。最后，还原催化剂可以在氧气等气氛条件下氧化，形成氧化催化剂，并通过循环途径进行后续重复。
• 2'-HYDROXYL-PROTECTED RIBONUCLEOSIDE DERIVATIVE AND MANUFACTURING METHOD OF SAME
  申请人：Kaneka Corporation

  公开号：EP2258709A1

  公开（公告）日：2010-12-08

  The present invention relates to a method for producing a 2'-hydroxy-protected nucleoside derivative by reacting a ribonucleoside with an acylating reagent in the presence of a metal complex consisting of a copper compound and an optically active ligand. By the method according to the present invention, a 2'-hydroxy-protected ribonucleoside derivative, which is an important intermediate for producing an oligonucleoside, can be easily produced with good regioselectivity from a nucleoside derivative of which 2',3'-hydroxy groups are not protected.

  本发明涉及一种通过在铜化合物和光学活性配体组成的金属配合物存在下，将核糖核苷与酰化试剂反应以制备2'-羟基保护核苷衍生物的方法。根据本发明的方法，可以从未保护2'、3'-羟基的核苷衍生物中轻松、有良好的区域选择性地制备重要的2'-羟基保护核糖核苷衍生物，该衍生物是合成寡核苷酸的重要中间体。
• Alpha-olefins and olefin polymers and processes therefor
  申请人：——

  公开号：US20030171508A1

  公开（公告）日：2003-09-11

  Disclosed herein are processes for polymerizing ethylene, acyclic olefins, and/or selected cyclic olefins, and optionally selected olefinic esters or carboxylic acids, and other monomers. The polymerizations are catalyzed by selected transition metal compounds, and sometimes other co-catalysts. Since some of the polymerizations exhibit some characteristics of living polymerizations, block copolymers can be readily made. Many of the polymers produced are often novel, particularly in regard to their microstructure, which gives some of them unusual properties. Numerous novel catalysts are disclosed, as well as some novel processes for making them. The polymers made are useful as elastomers, molding resins, in adhesives, etc. Also described herein is the synthesis of linear &agr;-olefins by the oligomerization of ethylene using as a catalyst system a combination a nickel compound having a selected &agr;-diimine ligand and a selected Lewis or Bronsted acid, or by contacting selected &agr;-diimine nickel complexes with ethylene.

  本文披露了聚合乙烯、无环烯烃、和/或选择性环烯烃，以及可选的烯酸酯或羧酸和其他单体的过程。这些聚合反应由选择的过渡金属化合物催化，有时还有其他辅助催化剂。由于其中一些聚合反应表现出一些活性聚合反应的特征，因此可以轻松制备嵌段共聚物。许多聚合物通常具有新颖的特性，特别是在微观结构方面，这使得其中一些聚合物具有不寻常的性质。披露了许多新颖的催化剂，以及制备它们的一些新颖过程。制造的聚合物可用作弹性体、模塑树脂、粘合剂等。本文还描述了通过使用镍化合物具有选择的α-二亚胺配体和选择的Lewis或Bronsted酸作为催化剂体系，或通过将选择的α-二亚胺镍配合物与乙烯接触来合成线性α-烯烃的合成方法。
• Polymerization of olefins
  申请人：——

  公开号：US20040102591A1

  公开（公告）日：2004-05-27

  Disclosed herein are processes for polymerizing ethylene, acyclic olefins, and/or selected cyclic olefins, and optionally selected olefinic esters or carboxylic acids, and other monomers. The polymerizations are catalyzed by selected transition metal compounds, and sometimes other co-catalysts. Since some of the polymerizations exhibit some characteristics of living polymerizations, block copolymers can be readily made. Many of the polymers produced are often novel, particularly in regard to their microstructure, which gives some of them unusual properties. Numerous novel catalysts are disclosed, as well as some novel processes for making them. The polymers made are useful as elastomers, molding resins, in adhesives, etc. Also described herein is the synthesis of linear &agr;-olefins by the oligomerization of ethylene using as a catalyst system a combination a nickel compound having a selected &agr;-diimine ligand and a selected Lewis or Bronsted acid, or by contacting selected &agr;-diimine nickel complexes with ethylene.

  本文披露了一种聚合乙烯、无环烯烃和/或选定的环状烯烃，以及可选的选定的烯酸酯或羧酸和其他单体的过程。这些聚合物由选定的过渡金属化合物催化，有时也由其他协同催化剂催化。由于其中一些聚合物表现出一些活性聚合物的特征，因此可以轻松制备嵌段共聚物。许多生产的聚合物通常是新颖的，特别是在其微结构方面，这使得其中一些聚合物具有不寻常的性质。披露了许多新颖的催化剂，以及制备它们的一些新颖过程。制造的聚合物可用作弹性体、模塑树脂、粘合剂等。本文还描述了通过使用镍化合物具有选定的α-二亚胺配体和选定的Lewis或Bronsted酸的催化剂体系，或通过将选定的α-二亚胺镍配合物与乙烯接触，合成线性α-烯烃的方法。
• Method of enantioselective nucleophilic addition reaction of enamide to carbonyl group and synthesis method of optically active alpha-hydroxy-y-keto acid ester and hydroxydiketone
  申请人：Kobayashi Shu

  公开号：US20070073087A1

  公开（公告）日：2007-03-29

  A method of an enantioselective nucleophilic addition reaction to carbonyl, which enables an asymmetric synthesis of an optically active α-hydroxy-γ-keto acid ester, an optically active α-hydroxy-γ-amino acid ester, hydroxydiketone compounds, etc. being useful as a raw material or synthesis intermediate for producing a pharmaceutical preparation, an agricultural chemical, a fragrance, a functional polymer or the like. In this method, the nucleophilic addition reaction of enamide compound accompanied by hydroxyl (—OH) formation to carbonyl is carried out in the presence of a chiral catalyst with copper or nickel.

  本方法是一种手性催化剂铜或镍存在下的烯酰胺化合物伴随着羟基（-OH）形成的亲核加成反应到羰基中，使得产生具有光学活性的α-羟基-γ-酮酸酯、α-羟基-γ-氨基酸酯、羟基二酮化合物等，这些化合物可作为制备制药、农业化学品、香料、功能性聚合物等原料或合成中间体。