1-N-苄氧羰基-2-羟甲基哌啶 | 105706-75-0

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-N-苄氧羰基-2-羟甲基哌啶
• 中文别名: 1-Cbz-2-羟基甲基哌啶；1-N-Cbz-哌啶-2-甲醇；1-CBZ-2-羟甲基哌啶
• 英文名称: 1-benzyloxycarbonyl-2-hydroxymethylpiperidine
• 英文别名: 1-Benzyloxycarbonyl-2-piperidinemethanol；benzyl 2-(hydroxymethyl)-1-piperidinecarboxylate；benzyl 2-(hydroxymethyl)piperidine-1-carboxylate
• CAS: 105706-75-0
• 化学式: C₁₄H₁₉NO₃
• 分子量: 249.31
• InChiKey: UDGDHNGWPNSYCD-UHFFFAOYSA-N

物化性质

• 沸点：
  396.4±25.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P301+P310,P305+P351+P338
• 危险品运输编号：
  2811
• 危险性描述：
  H301,H319
• 储存条件：
  将存放在2-8°C的环境中，保持干燥并密封。

反应信息

• 作为反应物：
  描述：

  1-N-苄氧羰基-2-羟甲基哌啶 在 palladium on activated charcoal 正丁基锂 、 草酰氯 、 氢气 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 为溶剂， -70.0~25.0 ℃ 、310.27 kPa 条件下， 反应 8.0h， 生成 (R)-2-丙基哌啶
  参考文献：
  名称：

  Short syntheses of (S)-pipecolic acid, (R)-coniine, and (S)-δ-coniceine using biocatalytically-generated chiral building blocks

  摘要：

  The kinetic resolutions of both (+/-)-N-(benzyloxycarbonyl-2-(hydroxymethyl)piperidine [(+/-)-5] and (+/-)-N(tert-butoxycarbonyi)-2-(hydroxymethyl)piperidine [(+/-)-6] catalyzed by the enzyme acylase I from Aspergillus species (AA-I) afforded the chiral building blocks (S)-5 and (S)-6, respectively; which were used for the syntheses of the title natural products and derivatives of (S)-pipecolic acid. The syntheses were short (2-4 steps) and proceeded with satisfactory overall yield. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00178-5
• 作为产物：
  描述：

  1-CBZ-2-哌啶甲酸甲酯 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1-N-苄氧羰基-2-羟甲基哌啶
  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

文献信息

• Pyrrolidinic and piperidinic ring fission by conjugate elimination
  作者：Francesco Acquadro、Hassan Oulyadi、Paolo Venturello、Jacques Maddaluno

  DOI：10.1016/s0040-4039(02)02155-x

  日期：2002.11

  pyrrolidines and piperidines bearing an allylic chain α to the nitrogen with strong bases leads to the opening of the heterocycle and provides 1,3-dienes disubstituted with an alkoxy and an aminoalkyl chain. The effects of the base and the solvent have been studied, as well as the influence of the ring size and the nitrogen substituent. The results obtained suggest a possible pre-chelation of the base cation

  治疗Ñ取代的吡咯烷和哌啶轴承烯丙基链α氮与强碱通向杂环的开口并提供了具有烷氧基和氨基烷基链取代的1,3-二烯。研究了碱和溶剂的影响，以及环大小和氮取代基的影响。获得的结果表明，去质子化之前可能对碱阳离子进行了预螯合。
• A Library of Conformationally Restricted Saturated Heterocyclic Sulfonyl Chlorides
  作者：Oleksandr Grygorenko、Sergey Zhersh、Volodymyr Buryanov、Oleksandr Karpenko、Andrey Tolmachev

  DOI：10.1055/s-0030-1260223

  日期：2011.11

  the synthesis of conformationally restricted saturated heterocyclic sulfonyl chlorides is described. Being guided by the principle of diversity-oriented conformational restriction, a mini-library of saturated heterocyclic sulfonyl chlorides was designed and synthesized. The library consists of nine members that are derivatives of azetidine, pyrrolidine, and piperidine. These compounds were prepared in

  描述了合成构象受限的饱和杂环磺酰氯的方法。遵循面向多样性的构象限制原则，设计并合成了一个饱和杂环磺酰氯的小型文库。该文库由九种成员组成，它们是氮杂环丁烷，吡咯烷和哌啶的衍生物。这些化合物从相应的Cbz保护的氨基醇开始，以克数计以19-88％的总收率制备。 磺酰氯-氮杂环-分子刚性-库-构象限制
• [EN] 2-(1,2,3-TRIAZOL-2-YL)BENZAMIDE AND 3-(1,2,3-TRIAZOL-2-YL)PICOLINAMIDE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS DE 2-(1,2,3-TRIAZOL-2-YL)BENZAMIDE ET DE 3-(1,2,3-TRIAZOL-2-YL)PICOLINAMIDE EN TANT QU'ANTAGONISTES DES RÉCEPTEURS D'ORÉXINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2013068935A1

  公开（公告）日：2013-05-16

  The present invention relates to 2-(1,2,3-triazol-2-yl)benzamide and 3-(1,2,3-triazol-2- yl)picolinamide derivatives of formula (I) Formula (I) wherein Ar1, Q, and R1 to R5 are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as orexin receptor antagonists.

  本发明涉及式(I)的2-(1,2,3-三唑-2-基)苯甲酰胺和3-(1,2,3-三唑-2-基)吡啶甲酰胺衍生物，式(I)中Ar1、Q以及R1至R5如描述，它们的制备方法，它们的药用盐，以及它们作为药物的用途，含有式(I)的一个或多个化合物的药物组合物，特别是它们作为促进睡眠的受体拮抗剂的用途。
• 2-(1,2,3-TRIAZOL-2-YL)BENZAMIDE AND 3-(1,2,3-TRIAZOL-2-YL)PICOLINAMIDE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：US20150158855A1

  公开（公告）日：2015-06-11

  The present invention relates to 2-(1,2,3-triazol-2-yl)benzamide and 3-(1,2,3-triazol-2-yl)picolinamide derivatives of formula (I) wherein Ar 1 , Q, and R 1 to R 5 are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as orexin receptor antagonists.

  本发明涉及公式（I）中的2-(1,2,3-三唑-2-基)苯甲酰胺和3-(1,2,3-三唑-2-基)吡啶甲酰胺衍生物，其中Ar1、Q和R1至R5如描述所述，以及它们的制备方法，其药学上可接受的盐，以及它们作为药物的用途，含有一个或多个公式（I）化合物的药物组合物，特别是它们作为促进睡眠激素受体拮抗剂的用途。
• Microwave‐Assisted Carbamoylation of Amines
  作者：Ugo Azzena、Giovanna Dettori、Luisa Pisano、Mario Pittalis

  DOI：10.1080/00397910701557663

  日期：2007.10.1

  Abstract The influence of microwave irradiation on the reaction of various amines with benzyl chloroformate and di‐tert‐butyl dicarbonate was investigated. Microwave irradiation was successfully applied to the carbamoylation of several nonfunctionalized and functionalized amines, including amino acids and nucleobases, leading to satisfactory to high product conversion within very short reaction times

  摘要 研究了微波辐射对各种胺与氯甲酸苄酯和二碳酸二叔丁酯反应的影响。微波辐射成功应用于几种非官能化和官能化胺的氨基甲酰化，包括氨基酸和核碱基，在很短的反应时间内实现了令人满意的高产品转化率。