The crystal structure of N,N′-bismethoxycarbonyl-L-valyl-L-valine, a product of the rearrangement of the symmetrical anhydride of N-methoxycarbonyl-L-valine

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DOIResolve DOI: http://doi.org/10.1139/v86-230
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TypeArticle
Journal titleCanadian Journal of Chemistry
ISSN0008-4042
1480-3291
Volume64
Issue7
Pages13461349
AbstractA side product accompanying the reaction of N-methoxycarbonyl-L-valine anhydride with an amino acid anion in aqueous dimethylformamide has been characterized by an X-ray analysis as N,N′-bismethoxycarbonyl-L-valyl-L-valine, C₁₄H₂₄N₂O₇. The crystals are orthorhombic, space group P2₁2₁2₁, a = 14.581(2), b = 17.110(2), c = 6.970(1) Å, Z = 4. The structure was determined by the direct method, and refined by block-diagonal least squares to R = 0.046, Rw = 0.053 for 1759 reflections with I ≥ 3σ(i). The carboxy-terminal part of the dimer is in the gauche conformation while the other part is trans. Each molecule at (x, y, z) makes two hydrogen bonds O … H—O and N—H … O to the molecule at (1 − x, y − 1/2, 1/2 − z) and similarly to that at (1 − x, 1/2 + y, 1/2 − z) to form infinite ribbons along y.
Publication date
PublisherCanadian Science Publishing
LanguageEnglish
AffiliationNational Research Council Canada
Peer reviewedYes
NPARC number23000084
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Record identifier28fe1ca2-0963-40fe-9a96-7c103b782812
Record created2016-06-02
Record modified2016-06-02
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