Choose 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.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter3: Stereoisomerism And Chirality
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Choose 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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