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Solution conformation and dynamics of L-6-methylperhydroimidazo[1,5-c]thiazole-5,7-dione (γ-thiaprolinehydantoin). A 1H and 13C NMR study

✍ Scribed by Frans A. M. Borremans; Milos Buděšínský; Roland E. A. Callens; Marc J. O. Anteunis

Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
563 KB
Volume
21
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The solution conformation of L‐6‐methylperhydroimidazo[1,5‐c]thiazole‐5,7‐dione (γ‐thiaprolinehydantoin) has been determined from an extensive ^1^H and ^13^C NMR study, allowing the extraction of vicinal inter‐proton and carbon‐hydrogen coupling constants. The major conformation of the thiazolidine ring is an envelope with C‐δ as the flap exo (δ^−^). In solution the preferred solid state (twist) conformer with C‐α exo and C‐β endo (~α~^β^T) is only a minor contributor. ^13^C spin–lattice relaxation data reveal the flexibility of the thiazolidine ring.

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