Different hydrogen-bonded chains in the crystal structures of three alkyl N-[(E)-1-(2-benzyl-idene-1-methyl-hydrazin-yl)-3-hy-droxy-1-oxopropan-2-yl]carbamates.
The crystal structures of three methyl-ated 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-oxopro-pan-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-oxopro-pan-2-yl]carbamate, C16H23N3O4. One of them shows that an unexpected racemization has occurred during the mild-condition methyl-ation reaction. In each crystal structure, the mol-ecules are linked into chains by O-H⋯O hydrogen bonds, but with significant differences between them.
Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos-FarManguinhos, Rua Sizenando Nabuco, 100, Manguinhos, 21041-250 Rio de Janeiro, RJ, Brazil.
Thais C M
TC
Noguiera
Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos-FarManguinhos, Rua Sizenando Nabuco, 100, Manguinhos, 21041-250 Rio de Janeiro, RJ, Brazil.
Alessandra C
AC
Pinheiro
Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos-FarManguinhos, Rua Sizenando Nabuco, 100, Manguinhos, 21041-250 Rio de Janeiro, RJ, Brazil ; Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.
James L
JL
Wardell
Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos-FarManguinhos, Rua Sizenando Nabuco, 100, Manguinhos, 21041-250 Rio de Janeiro, RJ, Brazil.
Marcus V N
MV
de Souza
Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.
Jordan P
JP
Abberley
Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.
William T A
WT
Harrison
Carbohydrazide; chain; crystal structure; hydrogen bonds; methyl­ation