Galantamine, a natural product produced by the amaryllis family of flowering plants, has been used in the early treatment of Alzheimer's disease. In a synthesis of galantamine and related compounds (J. Org. Chem. 2015, 80, 1952-1956), compound 1 was converted into compound 2. Propose an efficient synthesis for the conversion of 1 to 2 A. NaOH MeO Meo xxxx-xxxx ಎ MeO G. HBr D. DMP or PCC H H B. H₂SO4, H₂O, HgSO4 E. Na₂Cr₂O7, H₂SO4, H₂O H. 1) 03; 2) DMS 2 The conversion of 1 to 2 can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order for each transformation, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just answer. H C. 1) BH3-THF; 2) H₂O2, NaOH F.HBr, ROOR I. TsCl, py Me Galanthamine OH
Galantamine, a natural product produced by the amaryllis family of flowering plants, has been used in the early treatment of Alzheimer's disease. In a synthesis of galantamine and related compounds (J. Org. Chem. 2015, 80, 1952-1956), compound 1 was converted into compound 2. Propose an efficient synthesis for the conversion of 1 to 2 A. NaOH MeO Meo xxxx-xxxx ಎ MeO G. HBr D. DMP or PCC H H B. H₂SO4, H₂O, HgSO4 E. Na₂Cr₂O7, H₂SO4, H₂O H. 1) 03; 2) DMS 2 The conversion of 1 to 2 can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order for each transformation, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just answer. H C. 1) BH3-THF; 2) H₂O2, NaOH F.HBr, ROOR I. TsCl, py Me Galanthamine OH
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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![Galantamine, a natural product produced by the amaryllis family of flowering plants, has been used in the early treatment of
Alzheimer's disease. In a synthesis of galantamine and related compounds (J. Org. Chem. 2015, 80, 1952-1956), compound 1 was
converted into compound 2. Propose an efficient synthesis for the conversion of 1 to 2
A. NaOH
MeO
D. DMP or PCC
G. HBr
MeO
B. H₂SO4, H₂O, HgSO4
E. Na2Cr₂O7, H₂SO4, H₂O
H. 1) O3; 2) DMS
H 2
The conversion of 1 to 2 can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagents in the correct order for each transformation, as a string of letters (without spaces or punctuation, such as "EBF"). If there
is more than one correct solution, provide just one answer.
C. 1) BH3-THF; 2) H₂O2, NaOH
F.HBr, ROOR
I. TsCl, py
Meo
I₁,
N
Me
Galanthamine
OH](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F87171b18-6a66-40bf-aecc-7277bde48536%2Fcea06ca9-c241-4e05-9cd5-05754a169024%2Fp9geo8o_processed.png&w=3840&q=75)
Transcribed Image Text:Galantamine, a natural product produced by the amaryllis family of flowering plants, has been used in the early treatment of
Alzheimer's disease. In a synthesis of galantamine and related compounds (J. Org. Chem. 2015, 80, 1952-1956), compound 1 was
converted into compound 2. Propose an efficient synthesis for the conversion of 1 to 2
A. NaOH
MeO
D. DMP or PCC
G. HBr
MeO
B. H₂SO4, H₂O, HgSO4
E. Na2Cr₂O7, H₂SO4, H₂O
H. 1) O3; 2) DMS
H 2
The conversion of 1 to 2 can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagents in the correct order for each transformation, as a string of letters (without spaces or punctuation, such as "EBF"). If there
is more than one correct solution, provide just one answer.
C. 1) BH3-THF; 2) H₂O2, NaOH
F.HBr, ROOR
I. TsCl, py
Meo
I₁,
N
Me
Galanthamine
OH
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