(+/-)-trans-piperidine-2,6-dicarboxylic acid | 499-82-1

• 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: (+/-)-trans-piperidine-2,6-dicarboxylic acid
• 英文别名: (2R,6R)-piperidine-2,6-dicarboxylic acid
• CAS: 499-82-1；59234-40-1；69779-51-7；98976-31-9；147486-80-4
• 化学式: C₇H₁₁NO₄
• 分子量: 173.169
• InChiKey: SOOPBZRXJMNXTF-RFZPGFLSSA-N

物化性质

• 熔点：
  >227°C (dec.)
• 沸点：
  419.4±45.0 °C(Predicted)
• 密度：
  1.363±0.06 g/cm3(Predicted)
• 溶解度：
  甲醇（微溶）、水（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2933399090

反应信息

• 作为产物：
  描述：

  cis-2,6-piperidinedicarboxylic acid 以 重水 为溶剂， 生成 (+/-)-trans-piperidine-2,6-dicarboxylic acid
  参考文献：
  名称：

  非对映体2,4-，2,5-和2,6-哌啶二羧酸及其二甲酯的合成和构型

  摘要：

  DOI：

  10.1007/bf00506672

文献信息

• Improvement of Photocatalytic Activity and Product Selectivity by Cadmium Metal Deposited<i>in situ</i>on Suspended Cadmium(II) Sulfide Particles
  作者：Bunsho Ohtani、Satoshi Kusakabe、Sei-ichi Nishimoto、Michio Matsumura、Yoshihiro Nakato

  DOI：10.1246/cl.1995.803

  日期：1995.9

  Effect of annealing of commercial crystalline CdS powders on their photocatalytic activity and product selectivity was investigated for stereoselective diamino-N-cyclization of 2,6-diaminopimelic acid operated in a deaerated aqueous solution. Surface analyses revealed the formation of sulfur vacancy, which promotes the photoinduced cadmium metal (Cd0) deposition. The Cd0, detected by reduction of methylviologen, may act as a reduction site for photoexcited electrons.

  在脱气水溶液中对 2,6- 二氨基亚庚酸进行立体选择性二氨基-N-环化反应时，研究了退火对商用晶体 CdS 粉末的光催化活性和产物选择性的影响。表面分析表明，硫空位的形成促进了光诱导金属镉（Cd0）的沉积。通过还原甲基乌洛托品检测到的 Cd0 可能是光激发电子的还原位点。
• Synthesis of a key intermediate in the diaminopimelate pathway to L-Lysine: 2,3,4,5-tetrahydrodipicolinic acid
  作者：Ewan J.T. Chrystal、Lynda Couper、David J. Robins

  DOI：10.1016/0040-4020(95)00618-i

  日期：1995.9

  2,3,4,5-Tetrahydrodipicolinic acid (3) is a key intermediate in the diaminopimelate (DAP) pathway to L-lysine (7). It was synthesized as the stable racemic potassium salt (25) from dipicolinic acid (14) by esterification, hydrogenation to the cis-diester (17), followed by elimination of p-toluenesuifinic acid from the N-toluenesulfonyl derivative (24) of dimethyl cis-piperidine-2,6-dicarboxylate with concomitant cleavage of the ester groups. (+/-)-2,3,4,5-Tetrahydrodipicolinic acid is unstable in neutral or acidic solution, and in basic solution it exists in equilibrium with the corresponding enamine (27) and 2-oxo-6-aminoadipate (26).
• 10.1039/b0069671
  作者：Ohtani, Bunsho、Kusakabe, Satoshi、Okada, Katsumi、Tsuru, Shigeto、Nishimoto, Sei-Ichi、Amino, Yusuke、Izawa, Kunisuke、Nakato, Yoshihiro、Matsumura, Michio、Nakaoka, Yasuhiro、Nosaka, Yoshio

  DOI：10.1039/b0069671

  日期：——
• Stereoselective synthesis of piperidine-2,6-dicarboxylic acids by photocatalytic reaction of aqueous cadmium(II) sulfide dispersion
  作者：Bunsho Ohtani、Satoshi Kusakabe、Katsumi Okada、Shigeto Tsuru、Kunisuke Izawa、Yusuke Amino、Sei-ichi Nishimoto

  DOI：10.1016/0040-4039(95)00509-b

  日期：1995.5

  Photoirradiation at wavelength >300 nm onto a deaerated aqueous suspension of cadmium(II) sulfide (CdS) particles in an aqueous solution of a mixture of stereo isomers of 2,6-diaminopimelic acid (DAP) produced piperidine-2,6-dicarboxylic acid (PDC). Both yield and trans/cis ratio of PDC markedly depended on the kind of CdS photocatalysts, its pre-treatment, and loading of fine platinum particles. A CdS photocatalyst prepared by heat-treatment at 1023 K in the presence of a small amount of air showed the highest yield and trans/cis ratio.
• Synthesis and configuration of diastereomeric 2,4-, 2,5-, and 2,6-piperidinedicarboxylic acids and their dimethyl esters
  作者：L. I. Mastafanova、K. F. Turchin、M. I. Evstratova、Yu. N. Sheinker、L. N. Yakhontov

  DOI：10.1007/bf00506672

  日期：1985.3