(2R,3R,4S)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)pyrrolidine | 1431506-41-0

• 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: (2R,3R,4S)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)pyrrolidine
• CAS: 1431506-41-0
• 化学式: C₂₆H₂₉NO₃
• 分子量: 403.521
• InChiKey: GNMPTPJZKQHGBR-UODIDJSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  39.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 (2R,3R,4S)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)pyrrolidine 在 sodium hydroxide 作用下， 生成 tert-butyl (2R,3R,4S)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Effective and one-step stereo-controlled synthesis of benzyloxylated-diiodopentanes for the synthesis of five-membered imino-sugars

  摘要：

  An effective and stereo-controlled synthesis of 1,3,4-tris(benzyloxy)-2,5-diiodopentane starting from 2,3,5-tris(benzyloxy)pentane-1,4-diol was reported. Synthesis was improved to get the diiodide compound instead of forming the ring-closure product (benzyloxylated tetrahydrofuran). From the diiodide intermediate, the five-membered aza-sugar was synthesized with high yield. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.115
• 作为产物：
  描述：

  2,3,5-tri-O-benzyl-D-ribitol 在 sodium azide 、 水 、 碘 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 53.0h， 生成 (2R,3R,4S)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)pyrrolidine
  参考文献：
  名称：

  Effective and one-step stereo-controlled synthesis of benzyloxylated-diiodopentanes for the synthesis of five-membered imino-sugars

  摘要：

  An effective and stereo-controlled synthesis of 1,3,4-tris(benzyloxy)-2,5-diiodopentane starting from 2,3,5-tris(benzyloxy)pentane-1,4-diol was reported. Synthesis was improved to get the diiodide compound instead of forming the ring-closure product (benzyloxylated tetrahydrofuran). From the diiodide intermediate, the five-membered aza-sugar was synthesized with high yield. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.115

文献信息

• Diruthenium Diacetate Catalysed Aerobic Oxidation of Hydroxylamines and Improved Chemoselectivity by Immobilisation to Lysozyme
  作者：Flavia Lupi、Tiziano Marzo、Giampiero D'Adamio、Sara Cretella、Francesca Cardona、Luigi Messori、Andrea Goti

  DOI：10.1002/cctc.201701083

  日期：2017.11.23

  A new green method for the preparation of nitrones through the aerobic oxidation of the corresponding N,N‐disubstituted hydroxylamines has been developed upon exploring the catalytic activity of a diruthenium catalyst, that is, [Ru2(OAc)4Cl]), in aqueous or alcoholic solution under mild reaction conditions (0.1 to 1 mol % catalyst, air, 50 °C) and reasonable reaction times. Notably, the catalytic activity

  通过探索二钌催化剂的催化活性，即[Ru 2（OAc）4 Cl]），开发了一种新的绿色方法，该方法通过相应的N，N-二取代羟胺的需氧氧化来制备硝酮。水溶液或酒精溶液，反应条件温和（0.1至1 mol％的催化剂，空气，50°C）和合理的反应时间。值得注意的是，双金属中心与小蛋白溶菌酶结合后，其催化活性得以保留。有趣的是，与二钌催化剂相比，这种新的人工金属酶赋予了对环羟胺氧化的完全化学选择性。