Absolute structure determination of (2R,1′S)-2-(1′-benzyl-2′-hydroxyethylamino)-4-phenylbutanoic acid

被引：5

作者：

Berkes, D

Kolarovic, A

Raptis, RG

Baran, P

机构：

[1] Univ Puerto Rico, Dept Chem, San Juan, PR 00931 USA

[2] Slovak Univ Technol Bratislava, Dept Organ Chem, Bratislava 81237, Slovakia

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2004年 / 697卷 / 1-3期

关键词：

unnatural amino acids; absolute configuration; crystallization-induced asymmetric transformation; copper(II) complex;

D O I：

10.1016/j.molstruc.2004.04.001

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Crystallization-induced asymmetric transformation was employed to prepare a labile gamma-oxo-alpha-aminoacid (3) with a new stereogenic center in high diastereomeric and enantiomeric purity. Compound 3 was reduced to a stable compound, (2R,1'S)-2-(1'-benzyl-2'-hydro-hydroxyethylamino)-4-phenylbutanoic acid (4), which crystallizes in space group P2(1). Upon deprotonation, 4 becomes a tridentate monoanionic chelating ligand, 4(-H), which reacts with copper nitrate yielding [Cu(4(-H))(H2O)(2)]NO3-H2O (5). Complex 5 crystallizes in space group P2(1) and has a rare composition among crystallographically characterized mononuclear five-coordinate transition metal complexes. The absolute structure determination of 5 allowed by inference the assignment of absolute configuration to compound 3. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：101 / 107

页数：7