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difference bet. pyranose and furanose also tell what is glycosidic link with types

difference bet. pyranose and furanose also tell what is glycosidic link with types

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1 Answers

SAGAR SINGH - IIT DELHI
879 Points
11 years ago

Dear student,

The reactions that lead to the formation of a pyranose or a furanose are reversible. Thus, it doesn't matter whether we start with a pure sample of a-D-glucopyranose or b-D-glucopyranose. Within minutes, these anomers are interconverted to give an equilibrium mixture that is 63.6% of the b-anomer and 36.4% of the a-anomer. In the b-anomer, all of the bulky -OH or -CH2OH substituents lie more or less within the plane of the six-membered ring. In the a-anomer, one of the -OH groups is perpendicular to the plane of the six-membered ring, in a region where it feels strong repulsive forces from the hydrogen atoms that lie in similar positions around the ring. As a result, the b-anomer is slightly more stable than the a-anomer.

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