Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents

Sun Xiang; Chen Yunwei; Wu Ningjie; Kang Chi Soo; Song Hyun A.; Jin Shengnan; Fu Yao; Bryant Henry Jr.; Frank Joseph A.; Chong Hyun-Soon

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Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents

机译：氮丙啶鎓开环在制备旋光二胺和三胺类似物中的应用：基于DTPA的MRI造影剂的高效合成和评估

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Ring opening of aziridinium ions with nitrogen nucleophiles was applied to the highly efficient synthesis of optically active vicinal diamines and diethylene triamine pentaacetic acid (DTPA) analogues as potential magnetic resonance imaging (MRI) contrast enhancement agents. The synthetic method features a column-free isolation of the regiospecific and stereospecific nucleophilic substitution products of enantiomerically enriched aziridinium ions in excellent yield.

机译：具有氮亲核试剂的氮丙啶鎓离子的开环被用于光学合成邻位二胺和二亚乙基三胺五乙酸（DTPA）类似物作为潜在的磁共振成像（MRI）造影剂的高效合成。该合成方法的特点是，对映体富集的叠氮鎓离子的区域特异性和立体特异性亲核取代产物无柱分离，且产率高。

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《RSC Advances》 |2015年第115期|共11页
作者
Sun Xiang; Chen Yunwei; Wu Ningjie; Kang Chi Soo; Song Hyun A.; Jin Shengnan; Fu Yao; Bryant Henry Jr.; Frank Joseph A.; Chong Hyun-Soon;
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正文语种 eng
中图分类化学;
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1. Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents [J] . Sun Xiang, Chen Yunwei, Wu Ningjie, RSC Advances . 2015,第115期

机译：氮丙啶鎓开环在制备旋光二胺和三胺类似物中的应用：基于DTPA的MRI造影剂的高效合成和评估
2. Synthesis and functional evaluation of chiral dendrimer-triamine-coordinated Gd complexes as highly sensitive MRI contrast agents [J] . Yuka Miyake, Yu Kimura, Syungo Ishikawa Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2012,第34期

机译：手性树枝状聚合物-三胺配位的Gd配合物作为高灵敏度MRI造影剂的合成与功能评价
3. Pharmacokinetics of Chiral Dendrimer-Triamine-Coordinated Gd-MRI Contrast Agents Evaluated by in Vivo MRI and Estimated by in Vitro QCM [J] . Akio Toshimitsu, Alexander Star, Aoi Son, Sensors . 2015,第12期

机译：体内MRI评估和体外QCM评估的手性树状大分子-三胺协同Gd-MRI造影剂的药代动力学
4. PREPARATION OF HIGHLY ACTIVE CO/SIO2 CATALYST WITH CHELATING AGENTS FOR FISCHER-TROPSCH SYNTHESIS: ROLE OF CHELATING AGENTS [C] . Naoto Koizumi, Daichi Hongo, Takuya Satoh ACS National Meeting . 2008

机译：用Fischer-Tropsch合成的螯合剂的高活性CO / SiO2催化剂的制备：螯合剂的作用
5. Practicum Three. Synthesis and characterization of new MRI contrast agents: NOTMA and NOTPA, Sept. 2, 1988. Practicum Two. Fines and pore space characterization of an unconsolidated oil formation, Aug. 3, 1987. Practicum One. Gassification and characterization of highly ordered pyrolytic graphite edges, June 27, 1986. [D] . Allen, David R. 1988

机译：实习三。新的MRI造影剂的合成和表征：NOTMA和NOTPA，1988年9月2日。实习二。 1987年8月3日，未固结油层的细度和孔隙空间表征。 1986年6月27日对高度有序的热解石墨边缘进行气化和表征。
6. Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: Highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents [O] . Xiang Sun, Yunwei Chen, Ningjie Wu, -1

机译：氮丙啶鎓开环在制备旋光二胺和三胺类似物中的应用：基于DTPA的MRI造影剂的高效合成和评估
7. Synthesis and functional evaluation of chiral dendrimer-triamine-coordinated Gd complexes with polyaminoalcohol end groups as highly sensitive MRI contrast agents [O] . Yuka Miyake, Yu Kimura, Naomi Orito, 2015

机译：用聚氨醇端基与聚甲醇端基为高敏感的MRI造影剂的合成与功能评价
8. Prostate Cancer Evaluation: Design, Synthesis and Evaluation of Novel Enzyme-Activated Proton MRI Contrast Agents [R] . Yu, J. 2010

机译：前列腺癌评估：新型酶激活质子mRI造影剂的设计，合成和评价

Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents

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