N-tert-butyloxycarbonyl-O-methacryloyl-trans-4-hydroxy-L-proline | 1169880-75-4

• 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: N-tert-butyloxycarbonyl-O-methacryloyl-trans-4-hydroxy-L-proline
• 英文别名: N-tert-butoxycarbonyl-trans-4-methacryloyloxy-L-proline；(2S,4R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-4-(2-methylprop-2-enoyloxy)pyrrolidine-2-carboxylic acid
• CAS: 1169880-75-4
• 化学式: C₁₄H₂₁NO₆
• 分子量: 299.324
• InChiKey: BSCDZZGRSBIDTG-ZJUUUORDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Boc-L-羟脯氨酸 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以43%的产率得到N-tert-butyloxycarbonyl-O-methacryloyl-trans-4-hydroxy-L-proline
  参考文献：
  名称：

  在有机催化剂周围折叠水溶性聚合物的后果

  摘要：

  给定它们的结构：用催化单元进行功能化的聚合物中结构元素的存在导致了一类新的酶模拟物，它们仅在折叠状态下才有活性（见图）。围绕催化位点的构象适应性疏水环境可以利用Michaelis-Menten动力学非常有效地催化水中的羟醛反应。

  DOI：

  10.1002/anie.201207123

文献信息

• METHOD OF PRODUCING OPTICALLY ACTIVE ß-AMINOCARBONYL COMPOUND
  申请人：DEXERIALS CORPORATION

  公开号：US20160159729A1

  公开（公告）日：2016-06-09

  In a method of producing an optically active β-aminocarbonyl compound using a column reactor, a column for a column reactor is charged with asymmetric catalyst particles to form a column reactor. Compounds for a Mannich-type reaction are introduced into the column reactor to be brought into contact with the asymmetric catalyst particles, to thereby convert the compounds to an optically active β-aminocarbonyl compound. The preferable asymmetric catalyst particles are resin particles that are prepared from a monomer composition containing a proline derivative monomer having an unsaturated bond and a radical polymerization initiator, and that act as a catalyst for an asymmetric Mannich-type reaction.

  在使用柱式反应器生产光学活性β-氨基羰基化合物的方法中，将柱式反应器的柱子充填有不对称催化剂颗粒，形成柱式反应器。将用于Mannich反应的化合物引入柱式反应器，使其与不对称催化剂颗粒接触，从而将化合物转化为光学活性β-氨基羰基化合物。优选的不对称催化剂颗粒是由含有脯氨酸衍生物单体和自由基聚合引发剂的单体组成的树脂颗粒，可作为Mannich反应的不对称催化剂。
• Combining RAFT precipitation polymerization and surface-initiated RAFT polymerization: an efficient approach to prepare hairy particles—supported proline
  作者：Xinjuan Li、Maoqin Chen、Beilei Yang、Suli Zhang、Xianbin Jia、Zhiguo Hu

  DOI：10.1039/c4ra06176d

  日期：——

  In this paper, a simple and efficient approach for obtaining hairy particles supported proline system is described.

  在这篇论文中，描述了一种获取支持脯氨酸系统的毛状颗粒的简单高效方法。
• Synthesis of Acrylic Polymer Beads for Solid-Supported Proline-Derived Organocatalysts
  作者：Tor E. Kristensen、Kristian Vestli、Kim A. Fredriksen、Finn K. Hansen、Tore Hansen

  DOI：10.1021/ol901134v

  日期：2009.7.16

  A completely non-chromatographic and highly large-scale adaptable synthesis of acrylic polymer beads containing proline and prolineamides has been developed. Novel monomeric proline (meth)acrylates are prepared from hydroxyproline in only one step. Free-radical copolymerization then gives solid-supported proline organocatalysts directly in as little as two steps overall, without using any prefabricated solid supports, by using either droplet or dispersion polymerization. These affordable acrylic beads have highly favorable and adjustable swelling characteristics and are excellent reusable catalysts for organocatalytic reactions.
• METHOD OF PRODUCING OPTICALLY ACTIVE COMPOUND
  申请人：DEXERIALS CORPORATION

  公开号：US20160250625A1

  公开（公告）日：2016-09-01

  An optically active compound production method using a column reactor, a column for column reactor is charged with asymmetric catalyst particles to produce the column reactor, and reaction compound is introduced into column reactor to bring reaction compound into contact with asymmetric catalyst particles, whereby reaction compound is converted to optically active compound. Asymmetric catalyst particles are preferably resin particles that are prepared from a monomer composition containing a proline derivative monomer having unsaturated bond and radical polymerization initiator and serve as catalyst for enamine mechanism reaction. Asymmetric catalyst particles are preferably resin particles prepared by micro-channel method including injecting monomer composition into continuous phase to thereby form droplets of monomer composition in continuous phase and then heating droplets to cause proline derivative monomer having an unsaturated bond to undergo radical polymerization.
• US9687833B2
  申请人：——

  公开号：US9687833B2

  公开（公告）日：2017-06-27