a) Provide reagents, reaction conditions and a curly arrow mechanism for the three component reaction to synthesise compound 8, starting from compound 9. b) c) d) NH₂ Indicate the stereocentre in 8 and suggest an approach toward its enantiopure production. of NH₂ Suggest reagents for steps A and C, and the structure of the intermediate B required to prepare the enaminoester 9. 10 Suggest a one-step method D (including reagents and conditions), to transform compound 8 into compound 10. State the type of reaction and the names of the two heterocyclic rings in & and in 10 respectively

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.59P
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3.
a)
b)
c)
d)
Answer ALL parts a) - d).
A Structure Activity Relationship (SAR) study has been used to design
heterocyclic compound 8, a selective antagonist of adenosine receptors.
fel
Provide reagents, reaction conditions and a curly arrow mechanism for
the three component reaction to synthesise compound 8, starting from
compound 9.
NH₂
Indicate the stereocentre in 8 and suggest an approach toward its
enantiopure production.
of
NH₂
Suggest reagents for steps A and C, and the structure of the intermediate
B required to prepare the enaminoester 9.
10
Suggest a one-step method D (including reagents and conditions), to
transform compound 8 into compound 10. State the type of reaction and
the names of the two heterocyclic rings in 8 and in 10, respectively.
Transcribed Image Text:3. a) b) c) d) Answer ALL parts a) - d). A Structure Activity Relationship (SAR) study has been used to design heterocyclic compound 8, a selective antagonist of adenosine receptors. fel Provide reagents, reaction conditions and a curly arrow mechanism for the three component reaction to synthesise compound 8, starting from compound 9. NH₂ Indicate the stereocentre in 8 and suggest an approach toward its enantiopure production. of NH₂ Suggest reagents for steps A and C, and the structure of the intermediate B required to prepare the enaminoester 9. 10 Suggest a one-step method D (including reagents and conditions), to transform compound 8 into compound 10. State the type of reaction and the names of the two heterocyclic rings in 8 and in 10, respectively.
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