1,2-bis(methoxycarbonyl)piperidine | 182012-49-3

• 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: 1,2-bis(methoxycarbonyl)piperidine
• 英文别名: Dimethyl piperidine-1,2-dicarboxylate
• CAS: 182012-49-3
• 化学式: C₉H₁₅NO₄
• mdl: MFCD23714705
• 分子量: 201.222
• InChiKey: YCRKYHORPQVAND-UHFFFAOYSA-N

物化性质

• 沸点：
  269.3±33.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.777
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(methoxycarbonyl)piperidine 在 sodium tetrahydroborate 作用下， 以 甲醇 、 叔丁醇 为溶剂， 反应 0.5h， 以100%的产率得到甲基2-(羟基甲基)-1-哌啶羧酸酯
  参考文献：
  名称：

  Derivatives of heterocyclic ?-iminocarboxylic acids. 4. Reduction of N-alkoxycarbonyl derivatives of ?-iminocarboxylic acids

  摘要：

  DOI：

  10.1007/bf00532039
• 作为产物：
  描述：

  methyl (±)-N-carbomethoxy-5-fluoropipecolate 在 三乙基硅烷 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 60.0h， 以100%的产率得到1,2-bis(methoxycarbonyl)piperidine
  参考文献：
  名称：

  Synthesis and Conformational Analysis of Fluorinated Pipecolic Acids

  摘要：

  A short sequence to methyl cis- and trans-5-fluoro pipecolate is described via electrophilic fluorination of a pipecolate-based endocyclic enecarbamate by using Selectfluor (R) as a fluorinating agent. Methyl 5,5-difluoro pipecolate was also obtained by difluorodeoxygenation of the corresponding ketone, which was obtained in two steps from the same enecarbamate. The conformational profile of both methyl 5-fluoropipecolate isomers was investigated by NMR spectroscopy in solution and X-ray crystallography of the corresponding piperidinium picrates.

  DOI：

  10.1055/s-0032-1316770

文献信息

• Direct electrochemical α-cyanation of N-protected cyclic amines
  作者：Samuel Shikuku Libendi、Yosuke Demizu、Osamu Onomura

  DOI：10.1039/b816598j

  日期：——

  α-Cyanation of N-protected cyclic amines was achieved using a direct electrochemical method. Unsubstituted N-protected cyclic amines were easily cyanated at the α-position using an undivided cell in high yields; moreover, α-cyanation of α′-substituted pyrrolidine and α′-,β′- or γ-substituted piperidines smoothly proceeded in high yield and with high to excellent diastereoselectivity. α-Substituted N-cyano-pyrrolidines and -piperidines were also cyanated at the more substituted position (the α-position) using a divided cell with high yield and high regioselectivity.

  通过直接电化学方法，实现了N-保护的环状胺的α-氰化。未取代的N-保护环状胺在无隔膜电池中易于在α位进行氰化，产率很高；此外，α'-取代的吡咯烷和α'、β'或γ-取代的哌啶也能顺利进行高产率的α-氰化，并具有高度至优异的非对映选择性。α-取代的N-氰基吡咯烷和哌啶在有隔膜电池中也能在更取代的位置（α位）进行氰化，产率高且具有高区域选择性。
• Diastereoselective functionalizations of enecarbamates derived from pipecolic acid towards 5-guanidinopipecolates as arginine mimetics
  作者：Laurent Le Corre、Jean-Claude Kizirian、Camille Levraud、Jean-Luc Boucher、Véronique Bonnet、Hamid Dhimane

  DOI：10.1039/b805811c

  日期：——

  Various substituents could be diastereoselectively introduced into the 5-position of pipecolic acid via electrophilic or free-radical-initiated addition to the carbon–carbon double bond of endocyclic enecarbamates derived from pipecolic acid. This study allowed the diastereoselective synthesis of both cis- and trans-5-guanidino pipecolates, which were designed as constrained arginine mimetics and whose potential inhibition of nitric oxide synthase (NOS) was evaluated with three NOS isoforms.

  各种取代基可以通过电亲核反应或自由基引发的方式，选择性地引入到哌啶酸的5位。这是通过对来源于哌啶酸的内环烯酰胺的碳碳双键进行加成反应实现的。该研究实现了顺式和反式5-氨基脯氨酸的选择性合成，这些化合物被设计为受限的精氨酸类似物，并且对三种一氧化氮合酶（NOS）异构体的潜在抑制作用进行了评估。
• MODIFIER FOR AROMATIC POLYESTER AND AROMATIC POLYESTER RESIN COMPOSITION COMPRISING THE SAME
  申请人：TABATA Masayoshi

  公开号：US20110224343A1

  公开（公告）日：2011-09-15

  The present invention provides a modifier for aromatic polyesters which enhances the melt fluidity of aromatic polyesters without a significant decrease in the heat resistance of the aromatic polyesters, and an aromatic polyester resin composition including the modifier for aromatic polyesters. The present invention relates to a modifier for aromatic polyesters comprising polyhydric phenol residues and residues of aromatic polycarboxylic acid, acid halide or acid anhydride thereof, and the modifier comprises a material having a structure composed of a first residue selected from the group consisting of divalent residues represented by Formula (I): —Ar—W 1 x —Ar— and by Formula (II): —Ar—, the first residues being bonded to two identical or different second residues selected from the group consisting of monovalent residues represented by Formula (III): and monovalent residues represented by Formula (IV): —O—C(O)—R 7 —.

  本发明提供了一种用于芳香族聚酯的改性剂，可以增强芳香族聚酯的熔融流动性，而不明显降低芳香族聚酯的耐热性，以及包括该改性剂的芳香族聚酯树脂组合物。本发明涉及一种用于芳香族聚酯的改性剂，包括多羟基酚残基和芳香族多羧酸、酸卤或其酸酐残基，该改性剂包括具有以下结构的材料：第一残基，选择自由式(I)所代表的二价残基：—Ar—W1x—Ar—和自由式(II)所代表的：—Ar—，第一残基与选择自由式(III)所代表的单价残基：和自由式(IV)所代表的单价残基：—O—C(O)—R7—的两个相同或不同的第二残基结合。
• Regio- and stereo-selective introduction of a bis(methoxycarbonyl)methyl group into the γ-position of the piperidine sketeton
  作者：Yoshihiro Matsumura、Yusuke Yoshimoto、Chikayo Horikawa、Toshihide Maki、Mitsuaki Watanabe

  DOI：10.1016/0040-4039(96)01208-7

  日期：1996.8

  A new method for a regioselective introduction of a bis(methoxycarbonyl)-methyl group into the 4-position of the piperidine skeleton was explored, and this method was applied to the preparation of cis- and trans-2,4-disubstituted piperidines starting from 2-piperidinecarboxylic acid. The key steps in the method involved electrochemical oxidation of carbamates.

  探索了将双（甲氧基羰基）-甲基区域选择性地引入哌啶骨架的4-位的新方法，并将该方法用于制备从-开始的顺式和反式-2,4-二取代的哌啶2-哌啶羧酸。该方法的关键步骤涉及氨基甲酸酯的电化学氧化。
• AROMATIC POLYESTER
  申请人：Muroran Institute of Technology

  公开号：EP2479203A1

  公开（公告）日：2012-07-25

  The present invention provides an aromatic polyester which is substantially free from the occurrence of coloration and retains significantly high transparency even after being thermally processed at high temperature and which has high flowability. The aromatic polyester contains a polyhydric phenol residue and a residue of any one of aromatic polycarboxylic acid, halide thereof, and anhydride thereof, and terminals of the aromatic polyester have a structure represented by the formula -C(O)-R. The aromatic polyester has an end-capping rate of 90% or higher and a weight average molecular weight (Mw) ranging from 3,000 to 1,000,000.

  本发明提供了一种芳香族聚酯，该聚酯基本上不会发生着色，即使在高温热加工后仍能保持明显的高透明度，并且具有高流动性。芳香族聚酯含有多羟基苯酚残留物和芳香族多羧酸、其卤化物和其酸酐中任意一种的残留物，芳香族聚酯的端基具有式 -C(O)-R 所代表的结构。芳香族聚酯的端盖率为 90% 或更高，重量平均分子量（Mw）为 3,000 至 1,000,000 之间。