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Synthesis of some 2-O-(2-hydroxyalkyl) and 2-O-(2,3-dihydroxyalkyl) derivatives of cyclomaltoheptaose

✍ Scribed by Bengt Lindberg; Johan Lindberg; Josef Pitha; C.Trinadha Rao; Kazuaki Harata

Publisher: Elsevier Science
Year: 1991
Tongue: English
Weight: 398 KB
Volume: 222
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(91)89010-d

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✦ Synopsis

On alkylation of cyclomaltoheptaose with oxiranes, promoted by alkali of low concentration, substitution at secondary positions, particularly at O-2, is favoured. The reaction has been used to prepare the 2-O-[(R)- and (S)-2-hydroxypropyl], 2-O-(2-hydroxy-2-methylpropyl), 2-O-[(R)- and (S)-2,3-dihydroxypropyl], and 2-O-[(R)- and (S)-2,3-dihydroxy-2-methylpropyl] derivatives. Each of these derivatives is less soluble in water than cyclomaltoheptaose, and their complexes with toluene, in contrast to that of cyclomaltoheptaose, are well soluble in water.

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