#alpha#-Amino Acids with Metallocenyl Side Chains

Harald Dialer; Walter Pomikwar; Kurt Polborn; Karlheinz Sunkel; Wolfang Beck

首页> 外文期刊>Chemistry: A European journal >#alpha#-Amino Acids with Metallocenyl Side Chains

【24h】

#alpha#-Amino Acids with Metallocenyl Side Chains

机译：具有金属茂基侧链的＃alpha＃-氨基酸

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

A straightforward method for the synthesis of enantiomerically pure bis(valine)metallocenes is presented. Derivatives of lithium cyclopentadienyl valine la, b were obtained by addition of the (RT0-or (S)-Scholkofp reagents to 6,6-dimethylfulvene as single enantiomers and gave with FeCo_2 or [RuCl_2(dmso)_4 the chiral metallocenes[Fe{C_5H_4-CMe_2}[C_4H_2H_2(OMe)_2i Pr]}_2](2a, b) and [Ru{C_5H_4-CMe}-[C_4H_2N_2](OMe)_2iPr}_2](3a , b). Complex 2b was hydrolyzed to the ferrocenylene -bis-(valine -,ethylester)[Fe{C_5H_4-CMe_2-CH(NH_3~+)COOMe]_2}~(2+)(Cl~-)_2(7) with out racemization. Complex 7 could be used as ligand and was treated with [{CpIrCl_2}_2] to afford[Fe{C_5H_4-CMe_2-CH(COOMe)(NH_2-IrCp Cl_2)}_2](10). The reaction of 1 with CoCl_2 [Re(CO)_5Br ], [{(cod)RhCl_2}_2](cod=1,5-cyclooctadiene)or[CpMCl_3](M=Ti, Zr) gave the cyclopentadienyl complexes[{Co{C_5H_4-CMe_2-[C_4H_2N_2-(OMe)_2iPr]}_2}~+I~-](11) and [Re{C_5H_4-CMEe_2-[C_4H_2H_2(OMEe)_2iPr]}(CO)_3](13), [(RH_(12)Rh{C_5H_4-CMe_2-[C_4H_2N_2(OMe)_2-(iPr)]})](14), [{Rh{C_5H_4-CMe-[C4H_2N_2-(OMe)_2(ioPR)]}I]}_2(#mu#-I)_2](15), [CpCl_2Ti-{C_5H_4-CMe_2-[C_4H_2N_2(OMe)_2(iPr)]}](16), and [CpCl_2r{C_5H_4-Me_2-[C_4H_2N_2](OMe)_2}iPR)](17) , with chiral valine deriative as substituents on the cylcopentadienyl ring and with excellent diastereoselectivities. Also the Sebach reagent (Boc-BMI ) or O'Donnell reagent could be added to 6,6-dimethylfulvene to give the lithium cyclopentadienides Li[C_5H_4-CMe_2-{C_3H_2(tVBu)-(N-Boc)(NMe)O}](18)and Li[C_5H_4-CMe-ch(cnpH_2)(COOEt)]()21,. which formed the ferrocene derivatives [Fe{C_5JH_4-CMe_2-[c_3h_2(tBu)(N-Box)-(NMe)O]}_2](19) and [Fe{C_5H_4-CMe_2-CH(CHPh_2)(COOEt)}_2] 11 and the complex 19 could be hydrolyzed to the metallocenes 12 and [Fe{c_5h_4-cmE_2-CH(NH_3~+)COO~-)}_2](20) with two valines in the 1,1'-positio. The structures of 2a, b, 11, 15, and 16 were determined by X-ray diffraction and confirm the diastereomeric purity of the compounds

机译：提出了一种简单的合成对映体纯的双（缬氨酸）茂金属的方法。通过将（RT0-或（S）-Scholkofp试剂作为单一对映体添加到6,6-二甲基富勒烯中，并与FeCo_2或[RuCl_2（dmso）_4一起提供手性茂金属[Fe { C_5H_4-CMe_2} [C_4H_2H_2（OMe）_2i Pr]} _ 2]（2a，b）和[Ru {C_5H_4-CMe}}-[C_4H_2N_2]（OMe）_2iPr} _2]（3a，b）。络合物2b水解为二茂铁-双-（缬氨酸-，乙酯）[Fe {C_5H_4-CMe_2-CH（NH_3〜+）COOMe] _2}〜（2 +）（Cl〜-）_ 2（7）且不消旋。用作配体并用[{CpIrCl_2} _2]处理得到[Fe {C_5H_4-CMe_2-CH（COOMe）（NH_2-IrCp Cl_2）} _ 2]（10）。1与CoCl_2 [Re（CO） _5Br]，[{（cod）RhCl_2} _2]（cod = 1,5-环辛二烯）或[CpMCl_3]（M = Ti，Zr）得到环戊二烯基配合物[{Co {C_5H_4-CMe_2- [C_4H_2N_2-（OMe） _2iPr]} _ 2}〜+ I〜-]（11）和[Re {C_5H_4-CMEe_2- [C_4H_2H_2（OMEe）_2iPr]}（CO）_3]（13），[（RH_（12）Rh {C_5H_4-CMe_2 -[C_4H_2N_2（OMe）_2-（iPr）]}）]（14），[{Rh {C_5H_4-CMe- [C4H_2N_2-（OMe）_2（ioPR）]} I]} _ 2（＃mu＃-I） _2]（15），[CpCl_2Ti- {C _5H_4-CMe_2- [C_4H_2N_2（OMe）_2（iPr）]}]（16）和[CpCl_2r {C_5H_4-Me_2- [C_4H_2N_2]（OMe）_2} iPR）]（17），其中手性缬氨酸是取代基环戊二烯基环，具有出色的非对映选择性。也可以将Sebach试剂（Boc-BMI）或O'Donnell试剂添加到6,6-二甲基富勒烯中，得到环戊二烯酸锂Li [C_5H_4-CMe_2- {C_3H_2（tVBu）-（N-Boc）（NMe）O} ]（18）和Li [C_5H_4-CMe-ch（cnpH_2）（COOEt）]（）21 ,.形成了二茂铁衍生物[Fe {C_5JH_4-CMe_2- [c_3h_2（tBu）（N-Box）-（NMe）O]} _ 2]（19）和[Fe {C_5H_4-CMe_2-CH（CHPh_2）（COOEt）} _2] 11和配合物19可以水解成茂金属12和[Fe {c_5h_4-cmE_2-CH（NH_3〜+）COO〜-）} _ 2]（20）（1）中有两个缬氨酸。通过X射线衍射确定2a，b，11、15和16的结构，并确认化合物的非对映体纯度

著录项

来源
《Chemistry: A European journal》 |2002年第3期|共9页
作者
Harald Dialer; Walter Pomikwar; Kurt Polborn; Karlheinz Sunkel; Wolfang Beck;
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;应用化学;
关键词
amino acids; bioorganometallic chemistry hetercycles4ametallocenes; transition metals;

机译：氨基酸;生物金属化学杂环;四茂金属;过渡金属;

相似文献

外文文献
中文文献
专利

1. #alpha#-Amino Acids with Metallocenyl Side Chains [J] . Harald Dialer, Walter Pomikwar, Kurt Polborn, Chemistry: A European journal . 2002,第3期

机译：具有金属茂基侧链的＃alpha＃-氨基酸
2. Crystallization of Calcium Phosphate Templated by #alpha#-Amino Acids Depending on Their Composition, Chain Length, and Enantiomerism [J] . Tsuyoshi Kijima, Keisuke Yamaguchi, Akira Miyata, Chemistry Letters . 2000,第11期

机译：＃alpha＃-氨基酸作为模板的磷酸钙的结晶，具体取决于其组成，链长和对映体
3. First synthesis of indance-based #alpha#-amino acid derivatives with a crown ether side chain [J] . Sambasivarao Kotha, Enugurthi Brahmachary Indian Journal of Chemistry, Section B. Organic Including Medicinal . 2001,第1期

机译：首次合成具有冠醚侧链的基于indance的＃alpha＃-氨基酸衍生物
4. The stereoselective synthesis of #alpha#-amino acids by polymer supported phase transfer catalysis [C] . Zhen Wang, Zhengpu Zhang, Yongmei Wang, International conference on biorelated polymers controlled release drugs and reactive polymers . 1997

机译：高分子支持的相转移催化立体选择性合成＃α＃氨基酸
5. The Short Chain Fatty Acid Receptor, Free Fatty Acid-2 Receptor (FFA2), Contributes to Gestational Glucose Homeostasis through a Novel Relationship Between Pancreatic Beta Cells, Short Chain Fatty Acids and the Gut Microbiota. [D] . Fuller, Miles Henry. 2016

机译：短链脂肪酸受体，游离脂肪酸2受体（FFA2）通过胰腺β细胞，短链脂肪酸和肠道菌群之间的新关系，有助于妊娠期葡萄糖体内稳态。
6. Divergent Induction of Branched-Chain Aminotransferases and Phosphorylation of Branched Chain Keto-Acid Dehydrogenase Is a Potential Mechanism Coupling Branched-Chain Keto-Acid–Mediated-Astrocyte Activation to Branched-Chain Amino Acid Depletion-Mediated Cognitive Deficit after Traumatic Brain Injury [O] . Guoqiang Xing, Ming Ren, Ajay Verma -1

机译：创伤性脑损伤后分支链氨基转移酶的不同诱导和分支链酮酸脱氢酶的磷酸化是将分支链酮酸介导的星形胶质细胞活化耦合到分支链氨基酸耗竭介导的认知缺陷的潜在机制。
7. Catabolism of Branched Chain Amino Acids Contributes Significantly to Synthesis of Odd-Chain and Even-Chain Fatty Acids in 3T3-L1 Adipocytes. [O] . Scott B Crown, Nicholas Marze, Maciek R Antoniewicz 2015

机译：支链氨基酸的分解代谢显着促进3T3-L1脂肪细胞中奇数链和偶链脂肪酸的合成。

#alpha#-Amino Acids with Metallocenyl Side Chains

摘要

著录项

相似文献

相关主题

期刊订阅