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- 17.36 Tamoxifen is an estrogen receptor modulator that is used in the treatment of breast cancer. Provide the missing reagents and the structure of compound A in the synthesis of tamoxifen. Page 707 HO (CH3)2N 1. C,H,MgBr 2. H + Compound A (CH3)2N TamoxifenEther lithium aluminum hydride, pcc or sodium borohydride coverts acid chloride to primiary alcohol TRUE or FALSE place the following in order of decreasing reactivity amide,acid chloride,ester, thioester and anhydrideBromoetherification, the addition of the elements of Br and OR to adouble bond, is a common method for constructing rings containingoxygen atoms. This reaction has been used in the synthesis of thepolyether antibiotic monensin (Problem 18.34). Draw a stepwisemechanism for the following intramolecular bromoetherification reaction.
- Although γ-butyrolactone is a biologically inactive compound, it isconverted in the body to 4-hydroxybutanoic acid (GHB), an addictive andintoxicating recreational drug. Draw a stepwise mechanism for thisconversion in the presence of acid.Rank the following substituted anilines from most basic to least basic:Explain the following observation 1. Chlorine is orthor, Para deactivating group when attached to benzene ring 2. Para nitroaniline is less basic than aniline 3. Aniline is less basic than methylaniline
- Draw resonance contributors to show why pyridine-N-oxide is more reactive than pyridine toward electrophilic aromatic substitution.What does the reaction of 4-Chloropentan-2-amine reacted with excess CH3l, Ag2O produce? O Hofmann product only O Zaitsev product only O Both Hofmann and Zaitsev products Equal distribution1. Which one is INCORRECT? a.Br2 : electrophilic aromatic substitution b.Neutral KMnO4 : oxidation c.Lucas reagent : Nucleophilic substitution d.FeCl3 : oxidation e. all correct2. Which of the following reagents can distinguish 2,3-Dimethyl-2-butanol and 2-Phenyl-1-propanol? a.FeCl3 b.Acidity c.KMnO4 d.ZnCl2
- The reaction of a nitrile with an alcohol in the presence of a strong acid forms an N-substituted amide. This reaction, known as the Ritter reaction, doesnot work with primary alcohols. a. Why does the Ritter reaction not work with primary alcohols? b. Provide an explanation for why an amide is less susceptible to nucleophilic attack than its corresponding ester.Part A: Draw the product of the reaction of propylamine with water Part B: Draw the product of the neutralization of propylamine with HBr Part C: Draw the product of the reaction of N-methylaniline with waterMaraviroc, a drug used to treat HIV, is prepared by reductive amination of aldehyde A with amine B. What is the structure of maraviroc, if the most basic N atom of amine B is used in reductive amination?