A Crystallographic Study of a Highly Substituted Imidazolinone, (3S,4S,5R)-3-(((S)-4-((1H-Indol-3-yl)Methyl)-5-Oxo-4,5-Dihydro-1H-Imidazol-2-yl)Amino)-4-((Tert-Butyldimethylsilyl)Oxy)-5-Hydroxypiperidin-2-One

The title compound 1 has been prepared from the condensation product of a silyl protected amino-oxazoline lactam ( 3 ) and Cbz-protected l -tryptophan ( 4 ) after hydrogenolysis of the carboxybenzyl protection group. The synthesis and crystal structure of 1 is described. The compound crystallized fr...

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Bibliographic Details
Published in:Journal of chemical crystallography 2011-10, Vol.41 (10), p.1573-1578
Main Authors: Dutta, Sanjay, Dibrov, Sergey M., Higginson, Cody J., Hermann, Thomas
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Crystallography and Scattering Methods
Inorganic Chemistry
Organometallic Chemistry
Original Paper
Physical Chemistry
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Summary:The title compound 1 has been prepared from the condensation product of a silyl protected amino-oxazoline lactam ( 3 ) and Cbz-protected l -tryptophan ( 4 ) after hydrogenolysis of the carboxybenzyl protection group. The synthesis and crystal structure of 1 is described. The compound crystallized from DMSO in the monoclinic system, P2 1 space group with unit cell parameters a  = 9.4029(25), b  = 6.2828(12), c  = 20.681(45), and β = 96.505(16), Z  = 2 and a cell volume of V  = 1213.9(2) Å 3 . In the crystal lattice, 1 forms an extensive hydrogen bonded framework consisting of interconnected dimeric chains. Graphical Abstract The synthesis and crystal structure of the title compound is described.
ISSN:1074-1542
1572-8854
DOI:10.1007/s10870-011-0142-3