Dehydrooligopeptides. XVII. Practical Syntheses of All of the Diastereomers of N,N-Protected 2,3-Diaminobutanoic Acids from L- and D-Threonine Derivatives

Dehydrooligopeptides. XVII. Practical Syntheses of All of the Diastereomers of N,N-Protected 2,3-Diaminobutanoic Acids from L- and D-Threonine Derivatives
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脱氢寡肽。

DOI:
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发表时间:
1995
期刊:
影响因子:
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通讯作者:
C. Shin
C. Shin
中科院分区:
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文献类型:
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作者:
Yutaka Nakamura*;M. Hirai;K. Tamotsu;Y. Yonezawa;C. Shin

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合成了一些多肽抗生素和毒素中发现的所有2,3-二氨基丁酸的非对映异构体。这四种异构体主要通过两条途径得到,包括L或D-苏氨酸衍生物的β-取代基的SN2反转。考察了SN2转化的各种保护基团和有效的亲核试剂。
Syntheses of all of the diastereomers of 2,3-diaminobutanoic acids, found in some peptide antibiotics and toxins, were accomplished. The four isomers were derived mainly through two pathways including SN2 inversions of the β-substituent of L- or D-threonine derivatives. The various protecting groups and effective nucleophiles for the SN2 inversion were examined.