Page 190 - Medicinal Chemistry Self Assessment
P. 190
2.17 Hydrocortisone 179
Based on this information, consider the array of products drawn in the scheme below. Identify each
type of reaction or transformation that has occurred and evaluate each of the products to determine
if each product is active or inactive.
A
B
F 21
11 17
C
A
E
D
Answer
Pathway Type of Reaction or Transformation Active or Inactive
A Allylic oxidation followed by dehydration Active
B C-11 oxidation Inactive
C C-17 oxidation Inactive
D C-21 esterification (acetylation) Active
E A ring double bond reduction Inactive
F A ring ketone reduction Inactive
