a) Interpretation: The structure of threonine is to be elucidated using normal wedged and dashed line and the presence of two α-carbons in this amino acid gives it two chirality centers. Concept introduction: (2S,3R)-2-amino-3-hydroxybutanoic acid or threonine is an amino acid with two α-carbons and hence it has two chiral centers. According to the Fisher projections, the amino acid molecules may be represented using normal, wedged, and dashed lines. To determine: The structure of L-threonine using normal, wedged and dashed lines.

Question

Feedback (4/10) 30% Retry Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the reactant and missing intermediates involved in this reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Incorrect, 6 attempts remaining :0: Draw the Reactant H H3CO H- HIO: Ö-CH3 CH3OH2* protonation H. a H (+) H Ο CH3OH2 O: H3C protonation CH3OH deprotonation > CH3OH nucleophilic addition H. HO 0:0 Draw Intermediate a X

Answer 1

Question

Chapter 26.1, Problem 3P

Interpretation Introduction

a)

Interpretation:

The structure of threonine is to be elucidated using normal wedged and dashed line and the presence of two α-carbons in this amino acid gives it two chirality centers.

Concept introduction:

(2S,3R)-2-amino-3-hydroxybutanoic acid or threonine is an amino acid with two α-carbons and hence it has two chiral centers. According to the Fisher projections, the amino acid molecules may be represented using normal, wedged, and dashed lines.

To determine:

The structure of L-threonine using normal, wedged and dashed lines.

Interpretation Introduction

b)

Interpretation:

The structure of threonine is to be elucidated using normal wedged and dashed line and the presence of two α-carbons in this amino acid gives it two chirality centers.

Concept introduction:

(2S,3R)-2-amino-3-hydroxybutanoic acid or threonine is an amino acid with two α-carbons and hence it has two chiral centers. According to the Fisher projections, the amino acid molecules may be represented using normal, wedged, and dashed lines.

To determine:

Two possible diastereomers of L-threonine.

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Feedback (4/10) 30% Retry Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the reactant and missing intermediates involved in this reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Incorrect, 6 attempts remaining :0: Draw the Reactant H H3CO H- HIO: Ö-CH3 CH3OH2* protonation H. a H (+) H Ο CH3OH2 O: H3C protonation CH3OH deprotonation > CH3OH nucleophilic addition H. HO 0:0 Draw Intermediate a X

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