diphenyl(pyrrolidin-2-yl)methanol | 63401-04-7

• 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: diphenyl(pyrrolidin-2-yl)methanol
• 英文别名: 2-(diphenylhydroxymethyl)pyrrolidine；α,α-diphenyl-2-pyrrolidinemethanol；diphenyl(2-pyrrolidinyl)methanol；α,α-diphenylprolinol
• CAS: 63401-04-7
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: OGCGXUGBDJGFFY-UHFFFAOYSA-N

物化性质

• 熔点：
  76 °C
• 沸点：
  411.3±12.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  diphenyl(pyrrolidin-2-yl)methanol 生成 (S)-(+)-alpha,alpha-二苯基脯氨醇
  参考文献：
  名称：

  一种稳定且易于制备的催化剂，用于酮的对映选择性还原。多步合成的应用

  摘要：

  我们最近描述了一种将酮催化对映选择性还原为手性仲醇的新方法。还原反应的化学计量试剂为硼烷（通常为0.6molfmol酮），催化剂为手性氧氮杂硼烷如1（0.05-0.1molfmol酮）。优异的对映选择性、手性催化剂前身的易回收性、接近定量的产率、较短的反应时间（在 23°C 下为几分钟）以及产品绝对构型的可预测性有助于该 (CBS') 工艺的出色效用。本文报告了该领域在改进实用性和重要应用方面的几项后续发展。与对空气和水分均敏感的 1 相比，B-甲基化恶唑硼烷2可在室温下储存在密闭容器中，并在空气中称重或转移。催化剂 2 也比催化剂 1 更容易制备。 (S)-的反应

  DOI：

  10.1021/ja00259a075
• 作为产物：
  描述：

  5-氧代吡咯烷-2-羧酸乙酯 在 硼烷 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 diphenyl(pyrrolidin-2-yl)methanol
  参考文献：
  名称：

  一种稳定且易于制备的催化剂，用于酮的对映选择性还原。多步合成的应用

  摘要：

  我们最近描述了一种将酮催化对映选择性还原为手性仲醇的新方法。还原反应的化学计量试剂为硼烷（通常为0.6molfmol酮），催化剂为手性氧氮杂硼烷如1（0.05-0.1molfmol酮）。优异的对映选择性、手性催化剂前身的易回收性、接近定量的产率、较短的反应时间（在 23°C 下为几分钟）以及产品绝对构型的可预测性有助于该 (CBS') 工艺的出色效用。本文报告了该领域在改进实用性和重要应用方面的几项后续发展。与对空气和水分均敏感的 1 相比，B-甲基化恶唑硼烷2可在室温下储存在密闭容器中，并在空气中称重或转移。催化剂 2 也比催化剂 1 更容易制备。 (S)-的反应

  DOI：

  10.1021/ja00259a075
• 作为试剂：
  描述：

  反式肉桂醛 、 去氢乙酸 在 diphenyl(pyrrolidin-2-yl)methanol 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到4-hydroxy-6-methyl-3-((2E,4E)-5-phenylpenta-2,4-dienoyl)-2H-pyran-2-one
  参考文献：
  名称：

  Cytotoxic and antibacterial activities of the analogues of pogostone

  摘要：

  Six new (A5-A6, A8-A11) and six known (A1-A4, A7, PO) et-pyrone compounds were synthesized with dehydroacetate and aldehydes in tetrahydrofuran at room temperature. And their structures were determined by H-1-NMR, C-13-NMR and mass spectroscopy. In the bioscreening experiments, ten compounds (A1-A5, PO, A7-A10) exhibited antibacterial activities against Staphylococcus aureus ATCC 25923 with minimum inhibitory concentration (MIC) values of 4-512 mg/L, and nine compounds (Al-AS, PO, A7-A8, A10) exhibited antibacterial activities against Methicillin-resistant S. aureus (MRSA) ATCC 43300 with MIC values of 4-256 mg/L. Moreover, compound A10 showed the highest antibacterial activity against S. aureus ATCC 25923 and MRSA with MIC values of 4 mg/L, while the MIC values of Amoxicillin were 8 mg/I. and >256 mg/L, respectively. Two compounds (A8 and PO) exhibited antibacterial activities against Escherichia coli ATCC 25922 with MIC values of 32-512 mg/L However, only one compound (A8) exhibited significant antibacterial activity against Pseudomonas aeruginosa CVCC 3360 with MIC value of 256 mg/L. Moreover, A10 exhibited significant inhibition of proliferation in the four cell lines MCF-10, A549, A2780 and MFC, and showed stronger inhibitive activity of these four selected cell lines than cisplatin in the cytotoxic assay. Thus, this study suggests that pogostone analogues, especially A10, represented a kind of promising antibacterial and antineoplastic agents. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2015.08.003

文献信息

• Highly enantioselective carbonyl reduction with borane catalyzed by chiral spiroborate esters derived from chiral beta-aminoalcohols
  申请人：Ortiz-Marciales Margarita

  公开号：US20080200672A1

  公开（公告）日：2008-08-21

  Novel spiroborate esters derived from non-recemic 1,2-amino alcohols were examined as chiral catalyst in the borane reduction of acetophenone and other aromatic ketones at room temperature. The optically active alcohols were obtained in excellent chemical yields and up to 99% ee with less than 10% catalyst.

  从非手性1,2-氨基醇衍生的新型螺环硼酸酯作为手性催化剂在室温下用于苯乙酮和其他芳香酮的硼氢化还原反应。光学活性醇以极高的化学产率获得，ee值高达99%，催化剂用量不到10%。
• Anti-Viral Compounds
  申请人：DeGoey David A.

  公开号：US20100317568A1

  公开（公告）日：2010-12-16

  Compounds effective in inhibiting replication of Hepatitis C virus (“HCV”) are described. This invention also relates to processes of making such compounds, compositions comprising such compounds, and methods of using such compounds to treat HCV infection.

  描述了一种有效抑制丙型肝炎病毒（“HCV”）复制的化合物。本发明还涉及制备这种化合物的方法、包含这种化合物的组合物，以及使用这种化合物治疗HCV感染的方法。
• Azabicycloalkane compounds
  申请人：——

  公开号：US20040242622A1

  公开（公告）日：2004-12-02

  This invention provides compounds of formula I: 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are as defined in the specification, or a pharmaceutically acceptable salt or solvate or stereoisomer thereof. The compounds of this invention possess both &bgr; 2 adrenergic receptor agonist and muscarinic receptor antagonist activity. Such compounds are useful for treating pulmonary disorders, such as chronic obstructive pulmonary disease and asthma.

  这项发明提供了式I的化合物： 其中R1、R2、R3、R4、R5、R6和R7如规范中所定义，或其药用可接受盐、溶剂或立体异构体。本发明的化合物具有β2肾上腺素受体激动剂和肌碱受体拮抗剂活性。这些化合物对治疗肺部疾病，如慢性阻塞性肺病和哮喘，是有用的。
• Epoxidation process using amine catalysts
  申请人：The University of Sheffield

  公开号：US20030195366A1

  公开（公告）日：2003-10-16

  A process for the epoxidation of an alkene, which process comprises reaction of an alkene with an oxidising agent in the presence of a catalyst, characterised in that the catalyst is an amine of formula (I), wherein T represents hydrogen or a moiety of formula (a); R 1 , R 2 , R 3 , R 4 , R 5 and R 6 each independently represents hydrogen, optionally substituted alkyl, an optionally substituted aryl group, heterocyclyl or an optionally substituted aralkyl group wherein substituents for the above mentioned groups are selected from up to three of alkyl, aryl, heterocycyl, hydroxy, alkoxy or a group NR s R t wherein R 5 and R t each independently represents hydrogen, alkyl or alkylcarbonyl and R 7 represents hydrogen, alkyl, aryl or aralkyl; or T represents a moiety (a) wherein R 1 together with R 2 represents an optionally substituted alkylene chain comprising 2 to 6 carbon atoms the alkylene chain being optionally interrupted with an oxygen atom or a group NR p wherein R p is hydrogen or alkyl, and wherein optional substituents for any carbon atom of the alkylene chain are selected from hydroxy, alkoxy, oxo or a group NR s R t wherein R s and R t each independently represents hydrogen, alkyl or alkylcarbonyl or substituents on any two adjacent carbon atoms of the chain together with the carbon atoms to which they are attached form an alicyclic, aryl or heterocyclic ring; and R 3 , R 4 , R 5 , R 6 and R 7 are as defined above. 1

  一种烯烃环氧化的方法，该方法包括在催化剂存在下，将烯烃与氧化剂反应，其特征在于所述催化剂是具有式(I)的胺，其中T代表氢或式(a)的基团；R1、R2、R3、R4、R5和R6各自独立地代表氢、可选择取代的烷基、可选择取代的芳基、杂环烷基或可选择取代的芳基烷基，上述基团的取代基可从烷基、芳基、杂环烷基、羟基、烷氧基或基团NRsRt中选择，其中R5和Rt各自独立地代表氢、烷基或烷基羰基，R7代表氢、烷基、芳基或芳基烷基；或T代表式(a)的基团，其中R1与R2一起代表一个可选择取代的含有2至6个碳原子的烷基链，该烷基链可选择地被氧原子或基团NRp（其中Rp为氢或烷基）中断，对于烷基链的任何碳原子的可选择取代基包括羟基、烷氧基、羰基或基团NRsRt，其中Rs和Rt各自独立地代表氢、烷基或烷基羰基，或链上任意两个相邻碳原子的取代基与它们连接的碳原子一起形成脂环、芳环或杂环的环；R3、R4、R5、R6和R7如上所定义。
• [EN] METHOD FOR THE SYNTHESIS OF HETEROCYCLIC HYDROGEN PHOSPHINE OXIDE<br/>[FR] PROCÉDÉ POUR LA SYNTHÈSE D'UN OXYDE DE D'HYDROGÉNOPHOSPHINE HÉTÉROCYCLIQUE
  申请人：STRAITMARK HOLDING AG

  公开号：WO2016026871A1

  公开（公告）日：2016-02-25

  The present invention is related to a method for the synthesis of a heterocyclic hydrogen phosphine oxide, having the general formula (I), wherein: - R is a aliphatic or aromatic divalent group optionally comprising one or more heteroatoms and optionally comprising one or more substituents and - X and Y are independently selected from -O-, -C(O)O- and -NR'- wherein R' is a monovalent group optionally comprising one or more heteroatoms comprising the steps of: a) forming a reaction mixture by mixing a compound having the general formula HX-R-YH and tetraphosphorus hexaoxide; b) recovering the resulting compound comprising the heterocyclic hydrogen phosphine oxide.

  本发明涉及一种合成杂环氢膦氧化物的方法，其具有通式（I），其中：- R是一种脂肪或芳香双价基团，可选地包含一个或多个杂原子，也可选地包含一个或多个取代基；- X和Y分别选自-O-，-C（O）O-和-NR'-，其中R'是一种可选地包含一个或多个杂原子的单价基团，包括以下步骤：a）通过混合具有通式HX-R-YH和六氧化四磷的化合物形成反应混合物；b）回收包含杂环氢膦氧化物的所得化合物。

表征谱图