DETERMINATION OF THE ABSOLUTE CONFIGURATION OF 3-AMINO-3-(TETRAHYDROFURAN) CARBOXYLIC ACID BY VIBRATIONAL CIRCULAR DICHROISM AND DFT CALCULATION

被引：0

作者：

Ma, Shengli ^{[1
]}

Shen, Sherry ^{[1
]}

Han, Zhengxu ^{[1
]}

Xu, Yibo ^{[1
]}

Lee, Heewon ^{[1
]}

Krishnamurthy, Dhileepkumar ^{[1
]}

Senanayake, Chris ^{[1
]}

Grinberg, Nelu ^{[1
]}

机构：

[1] Boehringer Ingerheim Pharmaceut Inc, Chem Dev Dept, Ridgefield, CT 06877 USA

来源：

STUDIA UNIVERSITATIS BABES-BOLYAI CHEMIA | 2011年 / 56卷 / 01期

关键词：

VCD; absolute configuration; THF amino acid; DFT; AB-INITIO CALCULATION; ATOMIC AXIAL TENSORS; AMINO-ACIDS; COMBINATORIAL SYNTHESIS; CHIRAL MOLECULES; BUILDING-BLOCKS; ABSORPTION; SPECTRA; STATE;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The absolute configuration of 3-amino-3-(tetrahydrofuran) carboxylic acid was determined using vibrational circular dichroism and DFT calculation. The conformation of 3-amino-3-(tetrahydrofuran) carboxylic acid in gas phase and aqueous solution was calculated, along with the vibrational circular dichroism (VCD) and infrared (IR) spectra. In addition, experimental VCD and IR spectra were collected in aqueous solution. Each calculated IR and VCD spectra was compared to the experimental spectra. The band assignment was unambiguously determined from the DFT calculation. Based on the calculation and the experimental data it was determined that the absolute configuration of the compound was (S)-enantiomer.

引用

页码：221 / 228

页数：8

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