As we will see in Chapter 26, steroids are a class of organic compounds containing a specific tetracyclic skeleton (four rings), as seen in the compounds shown below. During efforts to synthesize a steroid that was isolated from the Atlantic starfish (Tetrahedron 2003, 59,8623-8628), the side chain of compound 1 was converted into the side chain of compound 2, as highlighte below. Propose a synthesis for this transformation. Aco H₂C O NaOH O 1) O3; 2) DMS O NaC=CH O TSCI, pyridine H₂C H OAC H OH Aco H₂C A H H₂C H ŌAc H This transformation can be accomplished in three steps. Identify the reagent(s) for the first step of the synthesis. O (ox - Hol) OAc=

As we will see in Chapter 26, steroids are a class of organic compounds containing a specific tetracyclic skeleton (four rings), as seen in the compounds shown below. During efforts to synthesize a steroid that was isolated from the Atlantic starfish (Tetrahedron 2003, 59,8623-8628), the side chain of compound 1 was converted into the side chain of compound 2, as highlighte below. Propose a synthesis for this transformation. Aco H₂C O NaOH O 1) O3; 2) DMS O NaC=CH O TSCI, pyridine H₂C H OAC H OH Aco H₂C A H H₂C H ŌAc H This transformation can be accomplished in three steps. Identify the reagent(s) for the first step of the synthesis. O (ox - Hol) OAc=

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...

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When ethoxybenzene is treated with a mixture of nitric acid and sulfuric acid, two products are obtained, each of which has the molecular formula C8H9NO3. For the mechanism, draw the curved arrows as needed. Include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly in your products. Do not use abbreviations such as Me or Ph.
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In sugar metabolism, the enzyme phosphoglucose isomerase converts glucose-6-phosphate into fructose-6-phosphate, as shown in the reaction below. The enzyme provides a protonated Glu and a neutral Lys. Propose a three-step acid/base mechanism for this reaction. Hint: the product of the first step is an ene-diol. -203POH₂C HO.... ...OH HO OH OPO3-² -2 HO OH OH OH
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