The Fischer projections of any aldotetrose and ketopentose are to be drawn. Concept introduction: A sugar can be classified on the basis of number of carbon atoms and can refer as triose, tetrose, pentose and hexose when it contains three, four, five and six carbon atoms respectively. A sugar whether it is aldos or ketos, depends on the presence of the functional group aldehyde or ketone . The prefix − a l d o is used for the functional group aldehyde and prefix − k e t o is used for the functional group ketone.

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(a) The following synthesis of the molecule shown in the circle has a major problem. What is this problem? (2 pts) 1) HBr (no peroxides) 2) H- NaNH2 Br 3) NaNH, 4) CH3Br 5) H2, Pd (b) Starting with the molecule shown below and any other materials with two carbons or less, write out an alternate synthesis of the circled molecule. More than one step is needed. Indicate the reagent(s) and the major product in all the steps in your synthesis. (5 pts) 2024 Fall Term (1) Organic Chemistry 1 (Lec) CHEM 22204 02[6386] (Hunter College) (c) Using the same starting material as in part (b) and any other materials win two carpons or less, write out syntheses of the circled molecules shown below. More than one step is needed in each case. Indicate the reagent(s) and the major product in all the steps in your synthesis. You may use reactions and products from your synthesis in part (b). (5 pts)

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Question

Chapter 17, Problem 17.23E

Interpretation Introduction

Interpretation:

The Fischer projections of any aldotetrose and ketopentose are to be drawn.

Concept introduction:

A sugar can be classified on the basis of number of carbon atoms and can refer as triose, tetrose, pentose and hexose when it contains three, four, five and six carbon atoms respectively. A sugar whether it is aldos or ketos, depends on the presence of the functional group aldehyde or ketone. The prefix −aldo is used for the functional group aldehyde and prefix −keto is used for the functional group ketone.

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(a) The following synthesis of the molecule shown in the circle has a major problem. What is this problem? (2 pts) 1) HBr (no peroxides) 2) H- NaNH2 Br 3) NaNH, 4) CH3Br 5) H2, Pd (b) Starting with the molecule shown below and any other materials with two carbons or less, write out an alternate synthesis of the circled molecule. More than one step is needed. Indicate the reagent(s) and the major product in all the steps in your synthesis. (5 pts) 2024 Fall Term (1) Organic Chemistry 1 (Lec) CHEM 22204 02[6386] (Hunter College) (c) Using the same starting material as in part (b) and any other materials win two carpons or less, write out syntheses of the circled molecules shown below. More than one step is needed in each case. Indicate the reagent(s) and the major product in all the steps in your synthesis. You may use reactions and products from your synthesis in part (b). (5 pts)

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