GENERATION OF THREONINE- AND AZATHREONINE N-CARBOXY ANHYDRIDES FROM ALPHA-HYDROXY BETA-LACTAMS PROMOTED BY 2,2,6,6-TETRAMETHYLPIPERIDINYL-1-OXYL (TEMPO) IN COMBINATION WITH SODIUM HYPOCHLORITE

Palomo C.; Cuevas C.; Urchegui R.; Linden A.; Aizpurua JM.

首页> 外文期刊>The Journal of Organic Chemistry >GENERATION OF THREONINE- AND AZATHREONINE N-CARBOXY ANHYDRIDES FROM ALPHA-HYDROXY BETA-LACTAMS PROMOTED BY 2,2,6,6-TETRAMETHYLPIPERIDINYL-1-OXYL (TEMPO) IN COMBINATION WITH SODIUM HYPOCHLORITE

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GENERATION OF THREONINE- AND AZATHREONINE N-CARBOXY ANHYDRIDES FROM ALPHA-HYDROXY BETA-LACTAMS PROMOTED BY 2,2,6,6-TETRAMETHYLPIPERIDINYL-1-OXYL (TEMPO) IN COMBINATION WITH SODIUM HYPOCHLORITE

机译：由2,2,6,6-叔戊基哌啶基-1-氧羰基（TEMPO）与次氯酸钠结合促进的α-羟基β-内酰胺生成苏氨酸和氮杂苏氨酸N-羧酸酐

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A versatile one-pot oxidation-Baeyer-Villiger reaction sequence applied to alpha-hydroxy beta-lactams and promoted by 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO) leads to alpha-amino acid N-carboxy anhydrides. The examples reported constitute the first application of TEMPO in a Baeyer-Villiger reaction and provide a way for peptide coupling from non alpha-amino acid precursors. [References: 36]

机译：一种通用的一锅法氧化-拜耶-维利格反应序列应用于α-羟基β-内酰胺，并由2,2,6,6-四甲基哌啶基-1-氧基（TEMPO）促进，生成α-氨基酸N-羧基酸酐。报道的实施例构成了TEMPO在Baeyer-Villiger反应中的首次应用，并提供了从非α-氨基酸前体进行肽偶联的方法。 [参考：36]

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来源
《The Journal of Organic Chemistry》 |1996年第13期|p. 4400-4404|共5页
作者
Palomo C.; Cuevas C.; Urchegui R.; Linden A.; Aizpurua JM.;
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作者单位

UNIV PAIS VASCO FAC QUIM DEPT QUIM ORGAN APDO 1072 E-20080 SAN SEBASTIAN SPAIN;

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收录信息美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
Peptides; Synthons;

机译：肽;合成子;

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专利

1. Decomposition of sodium hypochlorite in an aqueous solution in the presence of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) nitroxyl radical as a catalyst [J] . I. Yu. Ponedelkina, E. A. Khaibrakhmanova, D. Sh. Sabirov Russian Chemical Bulletin . 2012,第6期

机译：在有2,2,6,6-四甲基哌啶-1-氧基（TEMPO）硝氧基自由基作为催化剂存在下的水溶液中次氯酸钠的分解
2. Anodization in oligo(ethylene glycol) as an initial derivatization tool for preparing glassy carbon electrodes covalently modified with amino compounds: effective access to a 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO)-modified glassy carbon electr [J] . Maeda H, Saka-iri Y, Ogasawara T, Chemical and Pharmaceutical Bulletin . 2001,第10期

机译：在低聚乙二醇中进行阳极氧化，作为制备与氨基化合物共价修饰的玻碳电极的初始衍生工具：有效地使用2,2,6,6-四甲基哌啶基-1-氧基（TEMPO）修饰的玻碳电极
3. Photochemical generation of the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) radical from caged nitroxides by near-infrared two-photon irradiation and its cytocidal effect on lung cancer cells [J] . Ayato Yamada, Manabu Abe, Yoshinobu Nishimura, Beilstein journal of organic chemistry. . 2019,第1期

机译：近红外双光子辐照由笼状氮氧化物光化学生成2,2,6,6-四甲基哌啶-1-氧基（TEMPO）自由基及其对肺癌细胞的杀细胞作用
4. Anodization in Oligo (Ethylene Glycol) as an Initial Derivatization Tool for Preparing Glassy Carbon Electrodes Covalently Modified with Amino Compounds: Effective Access to a 2,2,6,6-Tetramethylpiperidinyl-1-oxyl (TEMPO)-Modified Glassy Carbon Electrode. [O] . Hatsuo MAEDA, Yoshimi SAKA-IRI, Takashi OGASAWARA, 2001

机译：寡核苷酸的阳极氧化（乙二醇）作为制备用氨基化合物共价修饰的玻璃碳电极的初始衍生化工具：有效进入2,2,6,6-四甲基哌啶基-1-氧基（Tempo）制水合玻璃电极。

GENERATION OF THREONINE- AND AZATHREONINE N-CARBOXY ANHYDRIDES FROM ALPHA-HYDROXY BETA-LACTAMS PROMOTED BY 2,2,6,6-TETRAMETHYLPIPERIDINYL-1-OXYL (TEMPO) IN COMBINATION WITH SODIUM HYPOCHLORITE

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