Chapter 31: Q41P (page 1260)
Farnesyl diphosphate is cyclized to sesquiterpene A, which is then converted to the bicyclic product epi-aristolochene. Write a stepwise mechanism for both reactions.
Short Answer
Answer
The mechanism of the reaction
Chapter 31: Q41P (page 1260)
Farnesyl diphosphate is cyclized to sesquiterpene A, which is then converted to the bicyclic product epi-aristolochene. Write a stepwise mechanism for both reactions.
Answer
The mechanism of the reaction
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Get started for free(a) Draw a skeletal structure of the anabolic steroid methenolone from the following description. Methenolone contains the tetracyclic steroid skeleton with a carbonyl group at C3, a hydroxyl group at C17, a double bond between C1 and C2, and methyl groups bonded to C1, C10 and C13. (b) Add wedges and dashed wedges for all stereogenic centers with the following information: The configuration at C10 is R, The configuration at C13 is S, the configuration at C17 is S, and all substitutents at ring fusions are trans to each other. (c) Draw the structures of Primobolan, the product formed when methenolone is treated with and pyridine. Primobolan is an anabolic steroid that can be taken orally or by injection and has been used illegally by well-known Major League Baseball players.
Convert the ball-and-stick model of androsterone to (a) a skeletal structure using wedges and dashed wedges around all stereogenic centers; and (b) a three-dimensional representation using chair cyclohexane rings.
androsterone
How would you expect the melting point of eicosapentaenoic acid to compare with the melting points of the fatty acids listed in Table 31.2?
(a) Draw a skeletal structure of the anabolic steroid 4-androstene-3, 17-dione, also called โandro,โ from the following description. Andro contains the tetracyclic steroid with carbonyl groups at C3 and C17, a double bond between C4 and C5, and methyl groups bonded to C10 and C13.
(b) Add wedges and dashed wedges for all stereogenic centers with the following information: the configuration at C10 is R, the configuration at C13 is S, and all substituents at ring fusions are trans to each other.
Draw the structure of the following phospholipids:
a. a cephalin formed from two molecules of stearic acid
b. a sphingomyelin formed from palmitic acid.
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