((S)-1-phenylpyrrolidin-2-yl)methanol | 896462-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: ((S)-1-phenylpyrrolidin-2-yl)methanol
• 英文别名: (S)-(1-phenylpyrrolidin-2-yl)methanol；(S)-N-phenyl-prolinol；N-phenyl-L-prolinol；N-phenylprolinol；[(2S)-1-phenylpyrrolidin-2-yl]methanol
• CAS: 896462-34-3
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: BBHDCQQORNDJQW-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  ((S)-1-phenylpyrrolidin-2-yl)methanol 在 正丁基锂 、 四甲基乙二胺 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 14.0h， 生成 bis[2-(S)-(2-methoxymethylpyrrolidino)phenyl](phenyl) phosphine
  参考文献：
  名称：

  Preparation of N-phenyl-(S)-prolinol-derived P,N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation

  摘要：

  Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)-prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1,3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84-97% ee), including an optically active fluorine-containing compound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.010
• 作为产物：
  描述：

  L-脯氨醇 以 水 为溶剂， 生成 ((S)-1-phenylpyrrolidin-2-yl)methanol
  参考文献：
  名称：

  BICYCLIC HETEROARYL COMPOUNDS AND USES THEREOF FOR THE MODULATION OF HEMOGLOBIN

  摘要：

  本文提供了适用作为血红蛋白调节剂的化合物和药物组合物，它们的制备方法和中间体，以及在治疗由血红蛋白介导的疾病和需要组织和/或细胞氧合的疾病中使用它们的方法。

  公开号：

  US20150259296A1

文献信息

• Platinum/Scandium-Cocatalyzed Cascade Cyclization and Ring-Opening Reaction of Tertiary Amines with Substituted Salicylaldehydes to Synthesize 3-(Aminoalkyl)coumarins
  作者：Xiao-Feng Xia、Xing-Zhong Shu、Ke-Gong Ji、Ali Shaukat、Xue-Yuan Liu、Yong-Min Liang

  DOI：10.1021/jo102219z

  日期：2011.1.7

  oxidative dehydrogenation of α,β-C(sp3)−H bonds of tertiary amines in the presence of ambient oxygen followed by reactions with substituted salicylaldehydes is revealed. The in situ formed enamines reacted with various salicylaldehydes, which resulted in the development of a one-pot synthetic protocol involving aldol reaction, cyclization, and then ring-opening.

  揭示了3-（氨基烷基）香豆素的合成，其在环境氧存在下由叔胺的α，β-C（sp 3）-H键经铂/ scan共催化氧化脱氢，然后与取代的水杨醛反应。原位形成的烯胺与各种水杨醛反应，从而导致了涉及一羟醛反应，环化和开环的一锅合成方案的发展。
• Platinum-catalyzed cross-dehydrogenative coupling reaction in the absence of oxidant
  作者：Xing-Zhong Shu、Yan-Fang Yang、Xiao-Feng Xia、Ke-Gong Ji、Xue-Yuan Liu、Yong-Min Liang

  DOI：10.1039/c0ob00261e

  日期：——

  A third strategy for cross-dehydrogenative coupling reaction has been reported via platinum-catalyzed sp3 C–H and sp3 C–H coupling reaction in the absence of oxidant. Nitroalkanes as well as dialkyl malonate derivatives, β-keto esters and malononitrile are active participants in this coupling reaction. Both cyclic and acyclic non-activated simple ketones are good reactants in this reaction.

  据报道，第三个交叉脱氢偶联反应的策略是 铂-在没有氧化剂的情况下催化的sp 3 C–H和sp 3 C–H偶联反应。硝基烷以及丙二酸二烷基酯衍生物，β-酮 酯和 丙二腈是这种偶联反应的积极参与者。在该反应中，环状和非环状的未活化的简单酮都是良好的反应物。
• Imidazole-coordinated monodentate NHC-Pd(II) complex derived from proline and its application to the coupling reaction of arylboronic acids with carboxylic acid anhydrides in water at room temperature
  作者：Xiao-Bao Shen、Ting-Ting Gao、Jian-Mei Lu、Li-Xiong Shao

  DOI：10.1002/aoc.1792

  日期：2011.7

  imidazolium salt derived from N‐phenyl‐substituted proline was observed in this laboratory. A novel imidazole‐coordinated monodentate NHC–Pd(II) complex 5 was obtained as the sole product in good yield in the reaction of imidazolium salt 4 with Pd(OAc)2 in refluxing THF. The structure of complex 5 was determined unambiguously by an X‐ray diffraction. The complex was found to be a good catalyst in the cross‐coupling

  一个C裂解衍生自咪唑鎓盐的N键Ñ在本实验室中观察到苯基取代的脯氨酸。以咪唑鎓盐4与Pd（OAc）2在回流的THF反应中，以高收率获得了新型的咪唑配位单齿NHC-Pd（II）复合物5。配合物5的结构是通过X射线衍射确定的。在室温下，发现该络合物是芳基硼酸与羧酸酐的交叉偶联反应中的良好催化剂。版权所有©2011 John Wiley＆Sons，Ltd.
• [EN] DNA-PK INHIBITORS<br/>[FR] INHIBITEURS D'ADN-PK
  申请人：CANCER REC TECH LTD

  公开号：WO2003024949A1

  公开（公告）日：2003-03-27

  The invention relates to the use of compounds of formula (I) and isomers, salts, solvates, chemically protected forms, and prodrugs thereof, in the preparation of a medicament for inhibiting the activity of DNA-PK, wherein R?1 and R2¿ are independently hydrogen, an optionally substituted C¿1-7? alkyl group, C3-20 heterocyclyl group, or C5-20 aryl group, or may together form, along with the nitrogen atom to which they are attached, an optionally substituted heterocyclic ring having from 4 to 8 ring atoms; X and Y are selected from CR?4¿ and O, O and CR'4 and NR'4 and N, where the unsaturation is in the appropriate place in the ring, and where one of R?3 and R4 or R'4¿ is an optionally substituted C¿3-20? heteroaryl or C5-20 aryl group, and the other of R?3 and R4 or R'4¿ is H, or R?3 and R4 or R'4¿ together are -A-B-, which collectively represent a fused optionally substituted aromatic ring. The compounds also selectively inhibit the activity of DNA-PK compared to PI 3-kinase and/or ATM.

  本发明涉及使用式(I)化合物及其异构体、盐、溶剂合物、化学保护形式和前药，在制备用于抑制DNA-PK活性的药物中使用，其中R?1和R2¿分别为氢、可选取代的C¿1-7?烷基、C3-20杂环基或C5-20芳基，或者可以与它们连接的氮原子一起形成具有4到8个环原子的可选取代杂环环；X和Y从CR?4¿和O、O和CR'4和NR'4和N中选取，其中不饱和度在环中适当位置，其中R?3和R4或R'4¿中的一个为可选取代的C¿3-20?杂芳基或C5-20芳基，而另一个为H，或者R?3和R4或R'4¿一起是-A-B-，它们共同代表一个融合的可选取代芳香环。这些化合物还比PI 3-激酶和/或ATM选择性地抑制DNA-PK活性。
• COMPOUNDS AND USES THEREOF FOR THE MODULATION OF HEMOGLOBIN
  申请人：Global Blood Therapeutics, Inc.

  公开号：US20170174654A1

  公开（公告）日：2017-06-22

  Provide herein are compounds and pharmaceutical compositions suitable as modulators of hemoglobin, methods and intermediates for their preparation, and methods for their use in treating disorders mediated by hemoglobin and disorders that would benefit from tissue and/or cellular oxygenation.

  本文提供的是适用于调节血红蛋白的化合物和药物组合物，它们的制备方法和中间体，以及在治疗由血红蛋白介导的疾病和需要组织和/或细胞氧合的疾病中使用它们的方法。