Different hydrogen-bonded chains in the crystal structures of three alkyl N-[(E)-1-(2-benzylidene-1-methylhydrazinyl)-3-hydroxy-1-oxopropan-2-yl]carbamates

Different hydrogen-bonded chains in the crystal structures of three alkyl N-[(E)-1-(2-benzylidene-1-methylhydrazinyl)-3-hydroxy-1-oxopropan-2-yl]carbamates

The crystal structures of three methylated hydrazine carbamate derivatives prepared by multi-step syntheses from l-serine are presented, namely benzyl N-{(E)-1-[2-(4-cyanobenzylidene)-1-methylhydrazinyl]-3-hydroxy-1-oxopropan-2-yl}carbamate, C20H20N4O4, tert-butyl N-{(E)-1-[2-(4-cyanobenzylidene)-1-...

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Bibliographic Details
Main Authors: Thais C. M. Noguiera, Alessandra C. Pinheiro, James L. Wardell, Marcus V. N. de Souza, Jordan P. Abberley, William T. A. Harrison
Format: Article
Language:English
Published: International Union of Crystallography 2015-07-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Carbohydrazide
methylation
hydrogen bonds
chain
crystal structure
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989015010440
Description
Summary:The crystal structures of three methylated hydrazine carbamate derivatives prepared by multi-step syntheses from l-serine are presented, namely benzyl N-{(E)-1-[2-(4-cyanobenzylidene)-1-methylhydrazinyl]-3-hydroxy-1-oxopropan-2-yl}carbamate, C20H20N4O4, tert-butyl N-{(E)-1-[2-(4-cyanobenzylidene)-1-methylhydrazinyl]-3-hydroxy-1-oxopropan-2-yl}carbamate, C17H22N4O4, and tert-butyl N-[(E)-1-(2-benzylidene-1-methylhydrazinyl)-3-hydroxy-1-oxopropan-2-yl]carbamate, C16H23N3O4. One of them shows that an unexpected racemization has occurred during the mild-condition methylation reaction. In each crystal structure, the molecules are linked into chains by O—H...O hydrogen bonds, but with significant differences between them.
ISSN:2056-9890

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