(c) Consider the steroid androstane provided below: 3 10 CH3 11 11 H 13 7 H CH3 (i) Draw out the full structure of androstane-3ẞ,11ẞ-diol (ii) Provide a synthetic strategy (including reagents) to access 11ẞ-acetoxyandrostan- 3ẞ-ol from androstane-3ẞ,11ẞ-diol. (iii) Predict which alcohol group of androstane-3ẞ,11ẞ-diol would oxidise faster to provide the corresponding ketone and explain why.
(c) Consider the steroid androstane provided below: 3 10 CH3 11 11 H 13 7 H CH3 (i) Draw out the full structure of androstane-3ẞ,11ẞ-diol (ii) Provide a synthetic strategy (including reagents) to access 11ẞ-acetoxyandrostan- 3ẞ-ol from androstane-3ẞ,11ẞ-diol. (iii) Predict which alcohol group of androstane-3ẞ,11ẞ-diol would oxidise faster to provide the corresponding ketone and explain why.
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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Question
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![(c)
Consider the steroid androstane provided below:
3
10
CH3 11
11 H
13
7
H
CH3
(i) Draw out the full structure of androstane-3ẞ,11ẞ-diol
(ii)
Provide a synthetic strategy (including reagents) to access 11ẞ-acetoxyandrostan-
3ẞ-ol from androstane-3ẞ,11ẞ-diol.
(iii) Predict which alcohol group of androstane-3ẞ,11ẞ-diol would oxidise faster to
provide the corresponding ketone and explain why.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F610efb2d-5c55-4a41-9bdd-4ee3a44550f0%2Ff6920559-2417-49b0-8826-5a57a6796c90%2F4nx9bxs_processed.jpeg&w=3840&q=75)
Transcribed Image Text:(c)
Consider the steroid androstane provided below:
3
10
CH3 11
11 H
13
7
H
CH3
(i) Draw out the full structure of androstane-3ẞ,11ẞ-diol
(ii)
Provide a synthetic strategy (including reagents) to access 11ẞ-acetoxyandrostan-
3ẞ-ol from androstane-3ẞ,11ẞ-diol.
(iii) Predict which alcohol group of androstane-3ẞ,11ẞ-diol would oxidise faster to
provide the corresponding ketone and explain why.
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