Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357391594
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell
Publisher: Cengage Learning US
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Chapter 28, Problem 48P
Interpretation Introduction

Interpretation:

Write the name of three compounds based on isoprenoid units that play a role in cholesterol biosynthesis.

Concept introduction:

Cholesterol synthesis starts with the sequential condensation of three acetyl CoA molecules. The intermediates in cholesterol synthesis geranyl and farnesyl pyrophosphates are made of isoprene units.

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1. Show the steps necessary to make 2-methyl-4-nonene using a Wittig reaction. Start with triphenylphosphine and an alkyl halide. After that you may use any other organic or inorganic reagents. 2. Write in the product of this reaction: CH3 CH₂ (C6H5)₂CuLi H₂O+
3. Name this compound properly, including stereochemistry. H₂C H3C CH3 OH 4. Show the step(s) necessary to transform the compound on the left into the acid on the right. Bri CH2 5. Write in the product of this LiAlH4 Br H₂C OH
What are the major products of the following reaction? Please provide a detailed explanation and a drawing to show how the reaction proceeds.

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Introduction to General, Organic and Biochemistry

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