1-(toluene-4-sulfonyl)-azairidine-2-carboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(toluene-4-sulfonyl)-azairidine-2-carboxylic acid
• 英文别名: 1-(Toluene-4-sulfonyl)-aziridine-2-carboxylic acid；1-tosylaziridine-2-carboxylic acid；1-(4-Methylphenyl)sulfonylaziridine-2-carboxylic acid
• 化学式: C₁₀H₁₁NO₄S
• 分子量: 241.268
• InChiKey: FGVBARUQNRPCGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(toluene-4-sulfonyl)-azairidine-2-carboxylic acid 、 3-甲氧基苯甲酸 在 2,4,6-三甲基苯甲酸 、 palladium diacetate 、 caesium carbonate 作用下， 反应 48.0h， 以60%的产率得到
  参考文献：
  名称：

  脂肪族氮丙啶与芳香酸的后期功能化：形成β-支化芳基乙胺骨架的直接方法

  摘要：

  已开发出钯催化的羧酸定向的芳香族酸的邻位C（sp 2）原子与脂肪族氮丙啶的交叉偶联，以通过C–H活化来构建β-芳基乙胺骨架。反应在温和的条件下在较大的底物范围内进行。同时，药物或生物活性化合物中的β-芳基乙胺骨架很容易在一个步骤中生成。催化量的碳酸铯对于实现选择性β-芳基乙胺合成至关重要。

  DOI：

  10.1021/acscatal.9b01347

文献信息

• Radiolabelling via fluorination of aziridines
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：EP1944288A1

  公开（公告）日：2008-07-16

  This invention relates to novel compounds comprising arziridine ring suitable for labelling or already labelled with an appropriate halogen, preferably 18F, methods of preparing such compounds, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging, preferably positron emission tomography (PET).

  这项发明涉及含有阿齐啶环的新化合物，适用于标记或已经用适当的卤素标记，优选为18F，制备这种化合物的方法，包含这种化合物的组合物，包含这种化合物或组合物的试剂盒以及这种化合物、组合物或试剂盒用于诊断成像，优选为正电子发射断层扫描（PET）的用途。
• Process for preparing optically active amino acid derivatives
  申请人：——

  公开号：US20030032814A1

  公开（公告）日：2003-02-13

  An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.

  通过对具有光学活性的3-卤丙氨酸衍生物进行N-保护，然后进行环化，或者对该衍生物进行环化，然后进行N-保护，从而得到一种具有光学活性的N-保护-环氧丙烯酸衍生物，该衍生物由在2-和/或4-位置取代的硝基的苯磺酰基保护，然后用有机金属试剂处理，或者通过对具有光学活性的3-卤丙氨酸衍生物进行N-保护，从而得到由在2-和/或4-位置取代硝基的苯磺酰基保护的N-保护-环氧丙烯酸，然后用有机金属试剂处理。根据这个过程，可以通过简单的程序从廉价原料中生产天然和非天然的光学活性氨基酸。
• Process for producing optically active amino acid derivatives
  申请人：Sugawara Masanobu

  公开号：US20050143586A1

  公开（公告）日：2005-06-30

  An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.

  通过N-保护光学活性3-卤代丙氨酸衍生物后进行环化，或通过环化此衍生物后进行N-保护，从而得到光学活性的N-保护的环氧丙烷-2-羧酸衍生物，该衍生物由在2-和/或4-位置上取代硝基的苯磺酰基保护，然后用有机金属试剂处理；或通过N-保护光学活性3-卤代丙氨酸衍生物，以得到由在2-和/或4-位置上取代硝基的苯磺酰基保护的环氧丙烷-2-羧酸，然后用有机金属试剂处理。根据此过程，可以使用简单的程序从廉价材料中生产天然和非天然的光学活性氨基酸。
• PROCESSES FOR PREPARING OPTICALLY ACTIVE AMINO ACID DERIVATIVES
  申请人：Kaneka Corporation

  公开号：EP1179530A1

  公开（公告）日：2002-02-13

  An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.

  通过对具有光学活性的 3-卤丙氨酸衍生物进行 N 保护，然后进行环化，或对该衍生物进行环化，然后进行 N 保护，从而得到具有光学活性的 N 保护-氮丙啶-2-羧酸衍生物，该衍生物在 2-和/或 4-位受到被硝基取代的苯磺酰基的保护，然后用有机金属试剂处理该产物、或对具有光学活性的 3-卤丙氨酸衍生物进行 N 保护，从而得到 N 保护氮丙啶-2-羧酸，该氮丙啶-2-羧酸在 2-和/或 4-位上受到被硝基取代的苯磺酰基的保护，然后用有机金属试剂处理该产物。 根据这一工艺，可以通过简单的程序从廉价的材料中生产出天然和非天然的光学活性氨基酸。
• EP2099747A1
  申请人：——

  公开号：EP2099747A1

  公开（公告）日：2009-09-16