TerpenesA. Provide a reasonable mechanism for the production of geranyl pyrophosphate from IPP andDMAPPB. How many molecules of IPP and how many molecules of DMAPP would you need to makefarnesyl pyrophosphate
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Terpenes
A. Provide a reasonable mechanism for the production of geranyl pyrophosphate from IPP and
DMAPP
B. How many molecules of IPP and how many molecules of DMAPP would you need to make
farnesyl pyrophosphate
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Solved in 2 steps
- Write the mechanism for CO2 reaction of ethyl acetoacetate (CH3COCH₂CO₂Et) with 1) NaOEt; 2) isobutyl bromide; 3) NaOH; 4) H3O*; and 5) heat. Write structures for each intermediate and show mechanism arrows.9Treatment of pentanedioic (glutaric) anhydride with ammonia at elevated temperature leads to a compound of molecular formula C5H7NO2. What is the structure of this product? [Hint: You need to think about the reactivity not only of acid anhydrides but also of amides and carboxylic acids]
- Which of the following bases are strong enough to deprotonate CH3CH2CH2C≡CH (pKa = 25) so that equilibrium favors the products: (a) H2O; (b) NaOH; (c) NaNH2; (d) NH3; (e) NaH; (f) CH3Li?Digitalis is a preparation made from the dried seeds and leaves of the purple foxglove, Digitalis purpurea, a plant native to southern and central Europe and cultivated in the United States. The preparation is a mixture of several active components, including digitalin. Digi- talis is used in medicine to increase the force of myocardial contraction and as a conduction depressant to decrease heart rate (the heart pumps more forcefully but less often). HC OH H,C H CH3 H. H. (a) Describe this glycosidic bond OCH, H A (b) Draw an open-chain Fischer projection of this monosaccharide CH3 H. (e) Describe this glycosidic bond OCH, HA H. HO H) H. OH НО (d) Name this monosaccharide unit H. OH DigitalinExplain the step-by-step process involved in synthesizing oligohexamethylene guanidine hydroacetate using isoniazid. Be sure to outline the necessary reagents, reaction conditions, and the chemical mechanisms involved in the synthesis.
- This is a reaction scheme for epoxidation of cholesterol with MCPBA. The reaction mixture was put through the alumina in a burette to purify the epoxide product. Explain how the process works.8) Draw the structure of the cyclic products 33, 34 and 35 1) Mg 2) H20 CI 33 Na2Cr207 H2SO4 H20 1) LİAID4 2) H20 35 34d. Provide an arrow-pushing mechanism for the reaction. OH 1. NaOH 2. CH3CH₂ so acetaminophen phenacetin
- 4) 4- Customized synthesis of carbohydrate compounds is a popular area of research. Complete the following steps, as required, from a recent report, which begins with a (D)-glucopyranose. но HO Ph Ph HO OH A HO C. ÓCH3 HO HO HO HO 4. OH HOYH hosTH OCH3 OCH3 4. 4. NABH;CN HCI 1 equivalent of TsCl /py 1. CI -C. CI DMSO Ph OH 2) (CH3CH2);N Ph OCH3 (Swern reaction) 4. 4. NaN3 NaBH4 HO HƆ stereoselective formationof an isomer of compound F 4.A variation of the acetamidomalonate synthesis can be used to synthesize threonine. The process involves the following steps: Ethoxide ion deprotonates diethyl acetamidomalonate, forming enolate anion 1; Enolate anion 1 makes a nucleophilic attack on acetaldehyde, forming tetrahedral intermediate 2; Protonation of the oxyanion forms alcohol 3; Acid hydrolysis yields dicarboxyamino alcohol 4; Decarboxylation leads to the final amino acid. Write out the mechanism on a separate sheet of paper, and then draw the structure of enolate anion 1.4. Following is the mechanism proposed for the inactivation of monoamine oxidase by N-cyclopropyl-a-methyl benzylamine. The reaction uses flavin (Fl) coenzyme. In the first step, the flavin is an oxidant accepting one electron from the amine substrate making it a (cation) radical. Propose the step-by-step mechanisms for the last two steps of the reactions circled. при при CH3 FI FI SU Ph N H 3.88 HO nám NaBH4 Ph CH3 H S mhm Ph مسکن به ۳۰ به H₂O H₂ FI S CH3 Ph NH₂ CH3 Ph H CH3 H при FIH S wh S whu
