2-(2,3-Dihydro-1H-indol-3-yl)ethanol: synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis

Research output: Contribution to journalJournal articlepeer-review

Standard

2-(2,3-Dihydro-1H-indol-3-yl)ethanol : synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis. / Frydenvang, Karla Andrea; Sommer, Michael Bech; Heckmann, Dieter; Nielsen, Ole; Bang-Andersen, Benny.

In: Chirality, Vol. 16, No. 2, 2004, p. 126-30.

Research output: Contribution to journalJournal articlepeer-review

Harvard

Frydenvang, KA, Sommer, MB, Heckmann, D, Nielsen, O & Bang-Andersen, B 2004, '2-(2,3-Dihydro-1H-indol-3-yl)ethanol: synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis', Chirality, vol. 16, no. 2, pp. 126-30. https://doi.org/10.1002/chir.10313

APA

Frydenvang, K. A., Sommer, M. B., Heckmann, D., Nielsen, O., & Bang-Andersen, B. (2004). 2-(2,3-Dihydro-1H-indol-3-yl)ethanol: synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis. Chirality, 16(2), 126-30. https://doi.org/10.1002/chir.10313

Vancouver

Frydenvang KA, Sommer MB, Heckmann D, Nielsen O, Bang-Andersen B. 2-(2,3-Dihydro-1H-indol-3-yl)ethanol: synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis. Chirality. 2004;16(2):126-30. https://doi.org/10.1002/chir.10313

Author

Frydenvang, Karla Andrea ; Sommer, Michael Bech ; Heckmann, Dieter ; Nielsen, Ole ; Bang-Andersen, Benny. / 2-(2,3-Dihydro-1H-indol-3-yl)ethanol : synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis. In: Chirality. 2004 ; Vol. 16, No. 2. pp. 126-30.

Bibtex

@article{8fb970d3effa40559cbf230d515401de,
title = "2-(2,3-Dihydro-1H-indol-3-yl)ethanol: synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis",
abstract = "The first direct resolution of racemic 2-(2,3-dihydro-lH-indol-3-yl)ethanol-prepared by catalytic hydrogenation of 2-(lH-indol-3-yl)ethanol-has been accomplished by chiral simulated moving bed (SMB) chromatography. The single enantiomers were isolated as their dihydrogen phosphate salts. Single-crystal X-ray analyses were successful, revealing that the (+)-enantiomer of 2-(2,3-dihydro-lH-indol-3-yl)ethanol has the (S) configuration. Chirality 16:126-130, 2004.",
keywords = "Chromatography, High Pressure Liquid, Crystallography, X-Ray, Ethanol, Hydrogen, Indoles, Ligands, Models, Molecular, Molecular Conformation, Molecular Structure, Phosphates, Receptors, Dopamine D2, Receptors, Dopamine D4, Stereoisomerism",
author = "Frydenvang, {Karla Andrea} and Sommer, {Michael Bech} and Dieter Heckmann and Ole Nielsen and Benny Bang-Andersen",
note = "Copyright 2004 Wiley-Liss, Inc.",
year = "2004",
doi = "10.1002/chir.10313",
language = "English",
volume = "16",
pages = "126--30",
journal = "Chirality",
issn = "0899-0042",
publisher = "Wiley",
number = "2",

}

RIS

TY - JOUR

T1 - 2-(2,3-Dihydro-1H-indol-3-yl)ethanol

T2 - synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X-ray structure analysis

AU - Frydenvang, Karla Andrea

AU - Sommer, Michael Bech

AU - Heckmann, Dieter

AU - Nielsen, Ole

AU - Bang-Andersen, Benny

N1 - Copyright 2004 Wiley-Liss, Inc.

PY - 2004

Y1 - 2004

N2 - The first direct resolution of racemic 2-(2,3-dihydro-lH-indol-3-yl)ethanol-prepared by catalytic hydrogenation of 2-(lH-indol-3-yl)ethanol-has been accomplished by chiral simulated moving bed (SMB) chromatography. The single enantiomers were isolated as their dihydrogen phosphate salts. Single-crystal X-ray analyses were successful, revealing that the (+)-enantiomer of 2-(2,3-dihydro-lH-indol-3-yl)ethanol has the (S) configuration. Chirality 16:126-130, 2004.

AB - The first direct resolution of racemic 2-(2,3-dihydro-lH-indol-3-yl)ethanol-prepared by catalytic hydrogenation of 2-(lH-indol-3-yl)ethanol-has been accomplished by chiral simulated moving bed (SMB) chromatography. The single enantiomers were isolated as their dihydrogen phosphate salts. Single-crystal X-ray analyses were successful, revealing that the (+)-enantiomer of 2-(2,3-dihydro-lH-indol-3-yl)ethanol has the (S) configuration. Chirality 16:126-130, 2004.

KW - Chromatography, High Pressure Liquid

KW - Crystallography, X-Ray

KW - Ethanol

KW - Hydrogen

KW - Indoles

KW - Ligands

KW - Models, Molecular

KW - Molecular Conformation

KW - Molecular Structure

KW - Phosphates

KW - Receptors, Dopamine D2

KW - Receptors, Dopamine D4

KW - Stereoisomerism

U2 - 10.1002/chir.10313

DO - 10.1002/chir.10313

M3 - Journal article

C2 - 14712476

VL - 16

SP - 126

EP - 130

JO - Chirality

JF - Chirality

SN - 0899-0042

IS - 2

ER -

ID: 40371290