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Conformation of 3,4,6-tri-O-acetyl-1,2-dideoxy-α-d-glucopyrano-[2,1-d]-2-oxazolines

✍ Scribed by Concha Foces-Foces; Felix H. Cano; Manuel Bernabe; Soledad Penades; Manuel Martin-Lomas

Publisher
Elsevier Science
Year
1984
Tongue
English
Weight
634 KB
Volume
135
Category
Article
ISSN
0008-6215

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✦ Synopsis

The crystal and molecular structure of Z-phenyl-(3,4,6-

(2) has been determined. The compound crystallises in the space group P2,2,2 with lattice constants 13.4160(3), 37.4931( 14)) and 7.7886( 1) A, and Z = 8. Direct methods were used in the solution. Least squares refined the model with 3213 observed (with 2~) reflections down to an R value of 0.053 and R, 0.060. The pyranoid rings have slightly different conformations, being between skew OS2 and diplanar DOTS. The conformations of 2 and 2-methyl-(3,4,6-tri-O-acetyl-l,2-dideoxy-a-~-glucopyrano)-[2,l-d]-2-oxazoline in solution have also been investigated by 'H-n.m.r. spectroscopy. The computed best values of the coupling constants have been used with several Karplus-type equations and have been interpreted in terms of a skew OS', major conformation of the pyranoid ring in each compound.

7H20Ac 7H,

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