The removal of the C17 side chain of certain steroids is a critical element in the synthesis

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The removal of the C17 side chain of certain steroids is a critical element in the synthesis of a number of hormones, such as testosterone, from steroids in the relatively readily available pregnane family.

CH3 H;C (17 OH CH3 17 H3C H Several steps H;C H H H H H HO Pregnan-3a-ol-20-one Testosterone

How would you carry out the comparable transformation, shown in the margin, of acetylcyclopentane into cyclopentanol?

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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Question Posted: May 08, 2020 11:18 AM

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The removal of the C17 side chain of certain steroids is a critical element in the synthesis

Question:

CH3 H;C (17 OH CH3 17 H3C H Several steps H;C H H H H H HO Pregnan-3a-ol-20-one Testosterone

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The removal of the acet yl ...View the full answer

Organic Chemistry structure and function

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