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An efficient synthesis of a C12-higher sugar aminoalditol.


ABSTRACT: The C12-aminoalditol H2NCH2-(CHOBn)10-CH2OH was prepared from two simple monosaccharide building blocks. The synthesis was realized by a regioselective introduction of the azide group and subsequent protection-deprotection transformations. The chemical reactivity of the aminoalditol was tested in the reductive amination reaction with a selectively protected sucrose monoaldehyde.

SUBMITTER: Szyszka L 

PROVIDER: S-EPMC5669227 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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An efficient synthesis of a C<sub>12</sub>-higher sugar aminoalditol.

Szyszka Łukasz Ł   Osuch-Kwiatkowska Anna A   Potopnyk Mykhaylo A MA   Jarosz Sławomir S  

Beilstein journal of organic chemistry 20171016


The C<sub>12</sub>-aminoalditol H<sub>2</sub>NCH<sub>2</sub>-(CHOBn)<sub>10</sub>-CH<sub>2</sub>OH was prepared from two simple monosaccharide building blocks. The synthesis was realized by a regioselective introduction of the azide group and subsequent protection-deprotection transformations. The chemical reactivity of the aminoalditol was tested in the reductive amination reaction with a selectively protected sucrose monoaldehyde. ...[more]

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