CAS: 59347-91-0; (S)-2-Phenylpyrrolidine

该化合物是一种具有阳性有机化合物,其特点是五人组成的饱和含氮的乙基环,五人组成的饱和氮环环.在阳性环的第二个位置上存在一个苯基组,有助于其芳香特性并影响其反应和相互作用.该化合物一般无色,可视其纯度和形态,成为黄色的黄色液体或固体.它显示出该环内氮原子的基本特性,使其能够参与各种化学反应,包括核循环替代和囊括.在制药方面,(S)-2-苯丙酰酰胺的性是显著的,因为对硫醇可以展示不同的生物活动.它经常被用作复杂分子合成的建筑块,可以用作非对称合成的结链.此外,有机溶剂中的溶解性使其在各种化学应用中有用.安全数据应当用于处理和储存,如同所有化学物质一样,用于处理和储存.

结构式图片

欧盟法规

C&L通报

上下游产品

2-苯基吡咯烷 2-(Phenyl)Pyrrolidine 1006-64-0
5-Phenylpyrrolidin-2-One 56553-09-4
S-2-(2-溴苯基)四氢吡咯 (S)-2-(2-Bromophenyl)Pyrrolidine 1217680-27-7

合成工艺路线路线简述

    5-苯基-3,4-二氢-2H-吡咯置于d-葡萄糖,Bacillus Subtilis Glucose Dehydrogenase 101,Imine Reductase-44,还原型辅酶ii(Nadph)四钠盐体系中,用 Aq. Phosphate Buffer,N,N-二甲基甲酰胺,甘油 作为反应溶剂,以67%的收率获得产物(S)-2-苯基吡咯烷
    参考文献:非常规溶剂中亚胺还原酶对环状亚胺的不对称还原
    标题:非常规溶剂中亚胺还原酶对环状亚胺的不对称还原
    摘要:据报道,首次在非常规溶剂中通过亚胺还原酶 (Ired) 将 2-取代环状亚胺对映选择性还原为相应的手性胺(具有很高的药用价值).该过程可以在 100 Mm 底物负载下进行,并采用分批补料方法,并正式回收催化系统.这些特征带来了在经济和环境可持续性方面大规模应用的潜在兴趣.
    DOI:10.1002/cssc.202301243

    海关参考信息

    专利信息


    专利号:US-9724682-B2
    优先权日:2013-02-26
    标 题 :Synthesis of acyclic and cyclic amines using iron-catalyzed nitrene group transfer
    发明人:BETLEY THEODORE ALEXANDER; HENNESSY ELISABETH THERESE
    权利人:HARVARD COLLEGE
    摘要:The present invention provides novel synthetic methods for making acyclic secondary amines by reacting an azide with a compound bearing one or more C—H groups, catalyzed by a Fe II -dipyrromethene complex. The acyclic secondary amines are thought to be formed through an intermolecular nitrene transfer. Also provided herein are methods of synthesizing protected (e.g., Boc- or Fmoc-protected) cyclic secondary amines (e.g., 5-, 6-, and 7-membered cyclic secondary amines) by reacting an azide that bears one or more C—H groups, catalyzed by a Fe II -dipyrromethene complex. The protected cyclic secondary amines are thought to be formed through an intramolecular nitrene transfer and may be subsequently deprotected to yield cyclic secondary amines.

    专利号:US-2017072390-A1
    优先权日:2013-02-26
    标 题 :Synthesis of acyclic and cyclic amines using iron-catalyzed nitrene group transfer

    专利号:US-9695191-B2
    优先权日:2009-08-05
    标题 :Conformationally constrained, fully synthetic macrocyclic compounds
    发明人:OBRECHT DANIEL; ERMERT PHILIPP; OUMOUCH SAID; LACH FRANCK; LUTHER ANATOL; MARX KARSTEN; MÖHLE KERSTIN
    权利人:OBRECHT DANIEL; ERMERT PHILIPP; OUMOUCH SAID; LACH FRANCK; LUTHER ANATOL; MARX KARSTEN; MÖHLE KERSTIN; POLYPHOR AG
    摘要:Conformationally restricted, spatially defined 12-30 membered macrocyclic ring systems of type (I) are constituted by three distinct building blocks: an aromatic template a, a conformation modulator b and a spacer moiety c as detailed in the description and the claims. Macrocycles of type (I) are readily manufactured by parallel synthesis or combinatorial chemistry. They are designed to interact with specific biological targets. In particular, they show agonistic or antagonistic activity on the motilin receptor (MR receptor), on the serotonin receptor of subtype 5-HT 2B (5-HT 2B receptor), and on the prostaglandin F2•receptor (FP receptor). They are thus potentially useful for the treatment of hypomotility disorders of the gastrointestinal tract such as diabetic gastroparesis and constipation type irritable bowl syndrome; of CNS related diseases like migraine, schizophrenia, psychosis or depression; of ocular hypertension such as associated with glaucoma and preterm labour.
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    合成参考文献


    摘要:Leipold, F.; Hussain, S.; France, S. P.; Turner, N. J., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 2, 359.
    摘要:Parmeggiani, F.; Galman, J. L.; Montgomery, S. L.; Turner, N. J., Science of Synthesis, (2019) , 375.
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