Problem of the Werk #13 (for week 15)-April 12, 2018(hursday) OChem2 ISection 4,

Question

Problem of the Werk #13 (for week 15)-April 12, 2018(hursday) OChem2 ISection 4, CHE 3643.004) Chapters 28/29-Carbohydrates/Amine Acids [Will be collected on April 17, 2018- Tuesday) EXAM 4 April 26, 2018 1. Considar the following six compounds (A-F How are the two compounds in each pair related? Choose from enarfomers, epimers, dastereomers but net compounds epimers, constitutional isomers, and idenica a A and D d. A and D a. E andF 2. 1a) Draw the more stable chair form of fucose, an essental monasaocharde needed in the diet and a oomponent of carbohydrates on mammalian and plant cel surfaces. (b) Classity fucose as a D- or Lmoncsaocharide. (e) Wha two structural features are unusual in fucose? ?? uoose 3. Synthesize the following peptides from amino acids. What are your starting amino acids that you use?

Explanation / Answer

1)

a) A and B are epimers bacause the two sugars only differ at C-4 carbon.

b) A and C are diastereomers but not apimers because they differ at more than one position.

c) B and C are mirror images to each other, so they are enantiomers.

d) A and D are constitutional isomers because they have same molecular formula but different chemical structure.

e) E and F are identical compounds, they are just written in their different forms ie

E is written in haworth projection and F is written in chair confirmation.

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