Galantamine, a natural product produced by the amaryllis family of flowering plants, has been used in the early treatment ofAlzheimer's disease. In a synthesis of galantamine and related compounds (J. Org. Chem. 2015, 80, 1952-1956), compound 1 wasconverted into compound 2. Propose an efficient synthesis for the conversion of 1 to 2A. NaOHMeOD. DMP or PCCG. HBrMeOB. H₂SO4, H₂O, HgSO4E. Na2Cr₂O7, H₂SO4, H₂OH. 1) O3; 2) DMSH 2The conversion of 1 to 2 can be performed with some reagent or combination of the reagents listed below. Give the necessaryreagents in the correct order for each transformation, as a string of letters (without spaces or punctuation, such as "EBF"). If thereis more than one correct solution, provide just one answer.C. 1) BH3-THF; 2) H₂O2, NaOHF.HBr, ROORI. TsCl, pyMeoI₁,NMeGalanthamineOH

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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 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

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

Chapter23: Amines

Section: Chapter Questions

Problem 23.66P

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Over the past several decades, chemists have developed a number of synthetic methodologies for the synthesis of steroid hormones. One of these, developed by Lutz Tietze at the Institut für Organische Chemie der Georg-August-Universität, Göttingen, Germany, used a double Heck reaction to create ring B of the steroid nucleus. As shown in the following retrosynthetic analysis, a key intermediate in his synthesis is compound (1). Two Heck reaction disconnects of this intermediate give compounds (2) and (3). Compound (2) contains the aromatic ring that becomes ring A of estrone. Compound (3) contains the fused five- and six-membered rings that become rings C and D of estrone. Q.Name the types of functional groups in estrone
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