Draw the product that is expected when the -pyranose form of compound A is treated with excess

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Draw the product that is expected when the β-pyranose form of compound A is treated with excess ethyl iodide in the presence of silver oxide. The following information can be used to determine the identity of compound A:

1. The molecular formula of compound A is C6H12O6.

2. Compound A is a reducing sugar.

3. When compound A is subjected to a Wohl degradation two times sequentially, d-erythrose is obtained.

4. Compound A is epimeric with d-glucose at C3.

5. The configuration at C2 is R.

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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