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- Aziridines are heterocycles that contain an N atom in a three-membered ring. Like epoxides, aziridines are strained and reactive because the 60° bond angles of the three-membered ring deviate greatly from the theoretical tetrahedral bond angle. One step in the synthesis of the drug oseltamivir (trade name Tamiu, Section 3.2) involves the conversion of amine X to diamine Y, a reaction that occurs by way of an intermediate aziridine. Draw a stepwise mechanism for the conversion of X to Y. Indicate the structure of the aziridine intermediate, and explain the trans stereochemistry of the two amines in Y.Draw the organic products formed when attached allylic alcohol A is treated with following reagent. (CH3)3COOH, Ti[OCH(CH3)2]4, (+)-DETReaction of butyl bromide with trimethylamine CH33N yields a crystalline compound CH33NCH2CH2CH2CH3Br in high yield. This compound is soluble in polar solvents, such as water, but insoluble in nonpolar ones, such as diethyl ether. It does not melt below about 200°C. Draw a reasonable structure for this product.
- From what you have learned about enols and the hydration of alkynes, predict what product is formed by the acidcatalyzed hydration of CH3CH2CH2C = COCH3. Draw a stepwise mechanism that illustrates how it is formed.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 TamoxifenDraw the products formed when A or B is treated with fo following agent. In some cases, no reaction occurs. [1] LiAlH4; [2] H2O
- Draw the products formed when p-methylaniline (p-CH3C6H4NH2) istreated with following reagent. CH3COCl, AlCl3Draw the products formed when p-methylaniline (p-CH3C6H4NH2) istreated with following reagent. Part (b), then CH3COCl, AlCl3Draw the organic product(s) of the reaction of phenylacetaldehyde with KMnO4. H3O+
- Aziridines are heterocycles that contain an N atom in a three-membered ring. Like epoxides, aziridines are strained and reactive because the 60° bond angles of the three-membered ring deviate greatly from the theoretical tetrahedral bond angle. One step in the synthesis of the drug oseltamivir (trade name Tamiflu, Section 3.2) involves the conversion of amine X to diamine Y, a reaction that occurs by way of an intermediate aziridine. Draw a stepwise mechanism for the conversion of X to Y. Indicate the structure of the aziridine intermediate, and explain the trans stereochemistry of the two amines in Y.When (R)-6-bromo-2,6-dimethylnonane is dissolved in CH3OH, nucleophilic substitution yields an optically inactive solution. When the isomeric halide (R)-2-bromo-2,5-dimethylnonane is dissolved in CH3OH under the same conditions, nucleophilic substitution forms an optically active solution. Draw the products formed in each reaction, and explain why the difference in optical activity is observed.Draw the products formed when p-methylaniline (p-CH3C6H4NH2) istreated with following reagent. NaNO2, HCl