Propose a multistep synthetic route to the following structure that includes all reagents, substrates, as well as the products in each step.

Which of the methods shown will successfully complete the following synthesis? OH NH 1) 1) PBR3 1) H2CrO4 ОН 2), NH2 OH 2) SOC2 3) 2 3) aqueous NaOH NH2 1) H2CRO4 2) 1) PCC, CH2CI2 2) SOCI2 4) HO. 3) 2 NH2 2) HO. NH2 4) LİAIH4 ether followed by H2O H+

2. Provide a synthetic route for the transformation below. More than one step is required. Show al steps clearly with reagents and products. OH

Muscone synthesis is possible via an intramolecular Prins reaction. The starting point is cyclododecatriene, which his subjected topartial ozonolysis.With one aldehyde group protected,the other is reacted with isobutenyl magnesium chloride, and the protecting group is hydrolysed off. Then follows what is formally a Prins reaction,and etherification results in cyclisation to the bicyclic dihydropyran. Hydrogenation (at high T) finally gives racemic muscone. a. What is the protective group used in the muscone synthesis above? b. What is the name of the reagent used as the protecting group? c. What groups are protected in the above muscone synthesis ?

10. Propose a synthetic scheme to accomplish the following transformation. NO2 ОН

Please 4 and 5!

Without using wolff kishner reduction, complete this multistep synthesis with steps, including the reagent used and the products at each step.

Provide a detailed mechanism for the following reactions. H₂SO4 CI 1.NaOH, Heat, pressure 2. HC1, H₂O CH₂ LOH CH₂ H₂O OH

Draw the MAJOR organic product(s) for each of the following reactions/sequence of reactions. OEt ΕΙΟ OEt OH 1) PCl3 / Br₂ NH2 2) / pyridine 1) EtONa / EtOH 2) H3O+ (dilute) 1) EtONa / EtOH 2) Ph 3) NaOH / H₂O Br 4) H2SO4/H₂O/heat OH 1) SOCI₂ 2) HO- / Et₂N NO2 1) MCPBA / CF3SO₂H 2) Ph-NH2/pyridine 1

Draw the major organic product of the reaction. Show the stereochemistry, if applicable. Omit byproducts such as water or bromide ion.