Predict the product A of the first step in the synthesis of Molnupiravir. Propose a mechanism for this reaction. The second step of the synthesis is an esterification reaction. What is the purpose of the first step of this synthesis? H. NH но- ÓH ÓH Uridine

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question
**Title:** Predicting the Product and Mechanism in the Synthesis of Molnupiravir

**Text:**

Predict the product A of the first step in the synthesis of Molnupiravir. Propose a mechanism for this reaction. The second step of the synthesis is an esterification reaction. What is the purpose of the first step of this synthesis?

**Diagram Explanation:**

1. **Reactants and Conditions:** 
   - Left side of the reaction: Uridine is shown as the starting material with a pyrimidine ring and a ribose sugar having hydroxyl groups.
   - An acid catalyst (H⁺) and an acetic anhydride are used, as indicated by the arrow pointing to the right.

2. **Product A:**
   - The structure shows the acetylation of the hydroxyl groups in the ribose sugar of uridine. The acetyl group is added, resulting in an esterified product.

3. **Molecular Structures:**
   - Uridine is represented on the left with its characteristic cyclic structures.
   - The central step involves acetylation indicated by the molecular structure aligning with acetic anhydride's involvement.
   - The right part of the diagram shows the acetylated sugar moiety of uridine.

**Purpose of the First Step:**

The purpose of the first acetylation step likely includes increasing the compound's stability and/or reactivity by protecting the hydroxyl groups, facilitating a subsequent esterification reaction.
Transcribed Image Text:**Title:** Predicting the Product and Mechanism in the Synthesis of Molnupiravir **Text:** Predict the product A of the first step in the synthesis of Molnupiravir. Propose a mechanism for this reaction. The second step of the synthesis is an esterification reaction. What is the purpose of the first step of this synthesis? **Diagram Explanation:** 1. **Reactants and Conditions:** - Left side of the reaction: Uridine is shown as the starting material with a pyrimidine ring and a ribose sugar having hydroxyl groups. - An acid catalyst (H⁺) and an acetic anhydride are used, as indicated by the arrow pointing to the right. 2. **Product A:** - The structure shows the acetylation of the hydroxyl groups in the ribose sugar of uridine. The acetyl group is added, resulting in an esterified product. 3. **Molecular Structures:** - Uridine is represented on the left with its characteristic cyclic structures. - The central step involves acetylation indicated by the molecular structure aligning with acetic anhydride's involvement. - The right part of the diagram shows the acetylated sugar moiety of uridine. **Purpose of the First Step:** The purpose of the first acetylation step likely includes increasing the compound's stability and/or reactivity by protecting the hydroxyl groups, facilitating a subsequent esterification reaction.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Catalysis and Enzymatic Reactions
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY