Molecular Structure of cis- and trans-Tergurides

[img]PDF - Authorized users only
Language: English
60Kb
Title:Molecular Structure of cis- and trans-Tergurides
Creators:
Hušák, Michal
Kratochvíl, Bohumil
Sedmera, Petr
Havlíček, Vladimír
Votavová, Hana
Cvak, Ladislav
Bulej, Petr
Jegorov, Alexandr
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 63, 3, pp. 425-433
Uncontrolled Keywords:Absolute configuration, Tergurides, Crystal structure determination, Ergot alkaloids, NMR spectroscopy

Abstract

Four isomers of terguride, a semisynthetic ergot alkaloid derivative, have been prepared by catalytic hydrogenation of (5<i>R</i>,8<i>S</i>)- and (5<i>S</i>,8<i>S</i>)-lisuride [1,1-diethyl-3-(6-methyl-8-ergolenyl)urea]. Relative stereochemistry of the isomers is based on NMR and CD spectra. Absolute configuration of all the series has been confirmed by the X-ray crystal structure determination of (5<i>R</i>,8<i>S</i>,10<i>S</i>)-terguride 2-bromobenzoate [1,1-diethyl-3-(6-methyl-8-isoergolenyl)urea, <i>cis</i>-dihydrolisuride].

Title:Molecular Structure of cis- and trans-Tergurides
Creators:
Hušák, Michal
Kratochvíl, Bohumil
Sedmera, Petr
Havlíček, Vladimír
Votavová, Hana
Cvak, Ladislav
Bulej, Petr
Jegorov, Alexandr
Uncontrolled Keywords:Absolute configuration, Tergurides, Crystal structure determination, Ergot alkaloids, NMR spectroscopy
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:63
Number:3
Page Range:pp. 425-433
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19980425UNSPECIFIED
ID Code:1310
Item Type:Article
Deposited On:06 Feb 2009 17:08
Last Modified:06 Feb 2009 16:08

Citation

Hušák, Michal; Kratochvíl, Bohumil; Sedmera, Petr; Havlíček, Vladimír; Votavová, Hana; Cvak, Ladislav; Bulej, Petr; Jegorov, Alexandr (1998) Molecular Structure of cis- and trans-Tergurides. Collection of Czechoslovak Chemical Communications, 63 (3). pp. 425-433. ISSN 0010-0765

Repository Staff Only: item control page