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, the side chain of compound 1 was converted into the side chain of compound 2, as highlighted below. Propose a synthesis for this transformation. H,C H,C OH HC HC H. OAc = AcO AcO 2
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, the side chain of compound 1 was converted into the side chain of compound 2, as highlighted below. Propose a synthesis for this transformation. H,C H,C OH HC HC H. OAc = AcO AcO 2
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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Transcribed Image Text:Draw product of the second step.
H,C
-OH
CH3
CH,
AcO
H.
OAc
Edit Drawing

Transcribed Image Text: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, the side chain of compound 1 was
converted into the side chain of compound 2, as highlighted below. Propose a synthesis for this transformation.
OH
H.
HC
H.
OAc =
AcO
1
AcO
2
OAc
X Your answer is incorrect.
Identify reagents for the first step of the synthesis.
O Nac = CH
O TSCI, pyridine
O NaOH
O 03, DMS
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