N-(4-methylbenzyl)-L-prolinol | 87341-57-9

• 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: N-(4-methylbenzyl)-L-prolinol
• 英文别名: (S)-(1-(4-Methylbenzyl)pyrrolidin-2-yl)methanol；[(2S)-1-[(4-methylphenyl)methyl]pyrrolidin-2-yl]methanol
• CAS: 87341-57-9
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: XSYGFTHHPAOYJI-ZDUSSCGKSA-N

物化性质

• 沸点：
  312.6±17.0 °C(Predicted)
• 密度：
  1.064±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-methylbenzyl)-L-prolinol 在 三氟化硼乙醚 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (S)-1-(4-methyl-benzyl)-pyrrolidin-2-ylmethyl ester
  参考文献：
  名称：

  Exploiting π-shielding interactions: a highly selective chiral auxiliary derived from a biogenic building block

  摘要：

  A chiral auxiliary template, designed on the basis of pi-shielding capability has been prepared from readily available L-proline. Cycloaddition to an acrylate derivative gave high endo preference, and diastereoselectivity as high as 99% was attainable. The electronic factors contributing to selectivity were probed, and the technology successfully applied to a polymer supported variant. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.058
• 作为产物：
  描述：

  L-脯氨酸 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 生成 N-(4-methylbenzyl)-L-prolinol
  参考文献：
  名称：

  Exploiting π-shielding interactions: a highly selective chiral auxiliary derived from a biogenic building block

  摘要：

  A chiral auxiliary template, designed on the basis of pi-shielding capability has been prepared from readily available L-proline. Cycloaddition to an acrylate derivative gave high endo preference, and diastereoselectivity as high as 99% was attainable. The electronic factors contributing to selectivity were probed, and the technology successfully applied to a polymer supported variant. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.058

文献信息

• Exploiting π shielding interactions of η6 arene chromium (0) complexes: New auxiliaries derived from the biogenic chiral pool
  作者：Jane Li、Longfei Xie、Mustafa Guzel、Steven B. Heaton、Dong Ma、Amy E. Kallmerten、Graham B. Jones

  DOI：10.1016/j.jorganchem.2007.09.005

  日期：2007.11

  A family of highly selective chiral auxiliaries containing arene chromium (0) complexes has been prepared using biogenic precursors from the chiral pool. The systems, derived from isomannide, prolinol, and xylofuranose were applied to the asymmetric Diels–Alder reaction of derived acrylate esters. Factors influencing stereoselectivity with the auxiliaries have been investigated and delineated including

  使用手性库中的生物前体制备了一系列含有芳烃铬（0）配合物的高选择性手性助剂。衍生自异甘露糖苷，脯氨醇和木呋喃糖的体系应用于衍生的丙烯酸酯的不对称Diels-Alder反应。已经研究并描述了影响助剂立体选择性的因素，包括混合配体对铬（0）配合物的影响。在最佳条件下，与环戊二烯进行环加成时，助剂的ee> 95％，exo：endo比率为98：2 。
• Pyrazolopyrimidine compound and a process for preparing the same
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP1857459A2

  公开（公告）日：2007-11-21

  The present invention provides a pyrazolopyrimidine compound of the formula [I]: wherein R1 is (A) a substituted aryl group, (B) an optionally substituted nitrogen-containing aliphatic heteromonocyclic group, (C) a substituted cyclo-lower alkyl group, (D) an optionally substituted amino group, or (E) a substituted heteroaryl group, R2 is (a) an optionally substituted heteroaryl group or (b) an optionally substituted aryl group, Y is a single bond, a lower alkylene group or a lower alkenylene group, Z is a group of the formula: -CO-, -CH2-, -SO2 or a group of the formula: Q is a lower alkylene group, and q is an integer of 0 or 1 or a pharmaceutically acceptable salt thereof, which has a small conductance potassium channel (SK channel) blocking activity and is useful as a medicament and a process for preparing the same.

  本发明提供了一种式 [I] 的吡唑嘧啶化合物： 其中 R1 是 (A) 一个取代的芳基、 (B) 任选取代的含氮脂族杂环基团、 (C) 被取代的环低烷基 (D) 任选取代的氨基，或 (E) 被取代的杂芳基、 R2 是 (a) 任选取代的杂芳基或 (b) 任选取代的芳基、 Y 是单键、低级烯基或低级烯基、 Z 是式中的一个基团：Z是式中的一个基团：-CO-、-CH2-、-SO2 或一个式中的基团： Q 是低级亚烷基，且 q 是 0 或 1 的整数，或其药学上可接受的盐，该盐具有小电导钾通道（SK 通道）阻断活性，可用作药物，以及制备该盐的工艺。
• LINCOMYCIN DERIVATIVES AND ANTIBACTERIAL AGENTS CONTAINING THE SAME AS THE ACTIVE INGREDIENT
  申请人：Meiji Seika Kaisha Ltd.

  公开号：EP2151447A1

  公开（公告）日：2010-02-10

  An objective of the present invention is to provide compounds of formula (1) or their pharmacologically acceptable salts or solvates wherein A represents aryl; R1 represents N-optionally substituted C1-6 alkyl-N-optionally substituted C1-6 alkylamino-C1-6 alkyl; R2 represents a hydrogen atom or optionally substituted C1-6 alkyl; R3 represents optionally substituted C1-6alkyl or C3-6 cycloalkyl-C1-4 alkyl; m is 1 to 3; n is 0; and p is 0 to 2. The compounds are novel lincomycin derivatives that have a potent activity against resistant Streptococcus pneumoniae, which have recently posed problems, in the treatment of infectious diseases. Further, the compounds are usable as antimicrobial agents and are useful for preventing or treating bacterial infectious diseases.

  本发明的目的是提供式（1）化合物或其药理学上可接受的盐或溶液，其中 A 代表芳基；R1 代表 N-任选取代的 C1-6 烷基-N-任选取代的 C1-6 烷基氨基-C1-6 烷基；R2 代表氢原子或任选取代的 C1-6 烷基；R3 代表任选取代的 C1-6 烷基或 C3-6 环烷基-C1-4 烷基；m 为 1 至 3；n 为 0；p 为 0 至 2。这些化合物是新型的林可霉素衍生物，在治疗传染性疾病方面对耐药性肺炎链球菌有很强的活性，而耐药性肺炎链球菌近来已造成了一些问题。此外，这些化合物还可用作抗菌剂，用于预防或治疗细菌性传染病。
• US7384952B2
  申请人：——

  公开号：US7384952B2

  公开（公告）日：2008-06-10
• Exploiting π-shielding interactions: a highly selective chiral auxiliary derived from a biogenic building block
  作者：Longfei Xie、Graham B. Jones

  DOI：10.1016/j.tetlet.2005.03.058

  日期：2005.5

  A chiral auxiliary template, designed on the basis of pi-shielding capability has been prepared from readily available L-proline. Cycloaddition to an acrylate derivative gave high endo preference, and diastereoselectivity as high as 99% was attainable. The electronic factors contributing to selectivity were probed, and the technology successfully applied to a polymer supported variant. (c) 2005 Elsevier Ltd. All rights reserved.