Synthesis and characterization of chiral guanidines und guanidinium salts derived from 1-phenylethylamine

Castiglia A.; El Sehrawi H.M.; Orbegozo T.; Spitzner D.; Claasen B.; Frey W.; Kantlehner W.; J?ger V.

首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >Synthesis and characterization of chiral guanidines und guanidinium salts derived from 1-phenylethylamine

【24h】

Synthesis and characterization of chiral guanidines und guanidinium salts derived from 1-phenylethylamine

机译：1-苯基乙胺衍生的手性胍盐和胍盐的合成与表征

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

The synthesis of two new chiral guanidines 5 and 12 and derived guanidinium salts 6, 11, 13 -15 with one and three N-(1-phenylethyl) substituents is described. In both cases, the well-precedented, reliable route via chloro-formamidines was taken. Since direct attachment of the N-methyl-N-(1-phenethyl)-amino group failed, the two-step protocol - introduction of the primary 1-phenethylamino group first followed by N-methylation - was employed. Crystal structures and NMR data reveal, that the sterically highly congested "tris" salt - with formal C3 symmetry, albeit unsymmetrical in the crystal - constitutes an intriguing structure with two rotamers present in solution.

机译：描述了两种新的具有一个和三个N-（1-苯乙基）取代基的手性胍5和12以及衍生的胍盐6、11、13 -15的合成。在这两种情况下，均采用了通过氯甲am的先进可靠方法。由于N-甲基-N-（1-苯乙基）-氨基的直接连接失败，因此采用了两步方案-首先引入伯1-苯乙基氨基，然后进行N-甲基化。晶体结构和NMR数据表明，尽管晶体中不对称，但具有高度C3对称性的空间高度拥挤的“ tris”盐构成了一个有趣的结构，溶液中存在两个旋转异构体。

著录项

来源
《Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences》 |2012年第4期|共10页
作者
Castiglia A.; El Sehrawi H.M.; Orbegozo T.; Spitzner D.; Claasen B.; Frey W.; Kantlehner W.; J?ger V.;
展开▼
作者单位

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类化学;
关键词
(R)- and (S)-1-phenylethylamine; Chiral guanidine; Chiral guanidinium salts; Crystal structures; Quaternization;

机译：（R）-和（S）-1-苯基乙胺;手性胍;手性胍盐;晶体结构;季铵化;

相似文献

外文文献
中文文献
专利

1. Synthesis and characterization of chiral guanidines und guanidinium salts derived from 1-phenylethylamine [J] . Castiglia A., El Sehrawi H.M., Orbegozo T., Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences . 2012,第4期

机译：1-苯基乙胺衍生的手性胍盐和胍盐的合成与表征
2. Synthesis of Optically Active a-Amino Ester Derived Pentasubstituted Guanidines and Hexasubstituted Guanidinium Salts as Potential Ionic Liquids [J] . Jabbar Shah, Jiirgen Liebscher Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2008,第6期

机译：旋光性α-氨基酯衍生的五取代胍和六取代胍盐作为潜在离子液体的合成
3. Synthesis of Optically Active α-Amino Ester Derived Pentasubstituted Guanidines and Hexasubstituted Guanidinium Salts as Potential Ionic Liquids [J] . Jabbar Shah, Jürgen Liebscher Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2008,第6期

机译：旋光性α-氨基酯衍生的五取代胍和六取代胍盐作为潜在离子液体的合成
4. Asymmetric Synthesis of α-Amino Acids Using Polymer-Supported Cinchona Alkaloid-Derived Ammonium Salts as Chiral Phase-Transfer Catalysts [C] . Rafael Chinchilla 10th international symposium on fine chemistry and functional polymers . 2000

机译：以聚合物为载体的金鸡纳生物碱衍生的铵盐为手性相转移催化剂不对称合成α-氨基酸
5. Synthesis, characterization, and applications of chiral amino acid derived pyrrolines [D] . Jackson, Daniel P. 2015

机译：手性氨基酸衍生的吡咯啉的合成，表征及应用
6. Synthesis and Characterization of Some New C2 Symmetric Chiral Bisamide Ligands Derived from Chiral Feist’s Acid [O] . Abdullah M. A. Al Majid, Mohammad Shahidul Islam, Zeid Abdullah Al-Othman, 2012

机译：某些手性Feist酸衍生的新型C2对称手性双酰胺双配体的合成与表征
7. Applications of guanidines as novel multifunctional organocatalysts and studies of new synthetic routes towards chiral bicyclic guanidinium salts [O] . Turockin Aleksej 2014

机译：胍作为新型多功能有机催化剂的应用及合成手性双环胍盐的新途径的研究

Synthesis and characterization of chiral guanidines und guanidinium salts derived from 1-phenylethylamine

摘要

著录项

相似文献

相关主题

期刊订阅