Treatment of cholesterol with MCPBA results in formation of a single epoxide A, with the stereochemistry drawn. Why isn't the isomeric epoxide B formed to any extent? H HO Но A HI
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- Choose the product that is expected when the β-pyranose form of compound A is treated with excess ethyl iodide in the presence of silver oxide. The following information can be used to determine the identity of compound A: 1. The molecular formula of compound A is C6H12O6.2. Compound A is a reducing sugar.3. When compound A is subjected to a Wohl degradation two times sequentially, D-erythrose is obtained.4. Compound A is epimeric with D-glucose at C3.5. The configuration at C2 is R.trehalose is a disacharide that can be obtained from fungi sea uchins and insects. acid hydrolysis of trehalose yields only D-glucose. trehalose is hydrolysed by a-glucosidase but not b-glucosidase.methylation of trhalose followed by hydrolysis yield two molar equivalents of 2-3-4-6 -tetra-O-methyl-D-glucopyranose. deduce the structure of the trehalose using the experimental dataNaturally occurring compounds called cyanogenic glycosides, such as lotaustralin, release hydrogen cyanide, HCN, when treated with aqueous acid. The reaction occurs by hydrolysis of the acetal linkage to form a cyanohydrin, which then expels HCN and gives a carbonyl compound. (a) Show the mechanism of the acetal hydrolysis and the structure of the cyanohydrin that results. (b) Propose a mechanism for the loss of HCN, and show the structure of the carbonyl compound that forms.
- Ozonolysis, osmylation, and epoxide formation with mCPBA are all what type of reactions? a.) reduction b.)oxidation c) bothd) neitherDraw the product that is expected when the β-pyranose form of compound A is treated with excess ethyl iodide in the presence of silver oxide. The following information can be used to determine the identity of compound A: The molecular formula of compound A is C6H12O6. Compound A is reducing sugar. When compound A is subjected to a Wohl degradation two times sequentially, Derythrose is obtained. Compound A is epimeric with D-glucose at C3. The configuration at C2 is R.EXPLAIN IN DETAIL.What is the NAME of the substrate product when benzene is first treated with HNO3 and H2SO4, and THEN treated (in a second step) with Br2, and FeCl3 (or FeBr3)?
- When attached halohydrin is treated with NaH, a product of molecular formula C4H8O is formed. Draw the structure of the product and indicateits stereochemistry.What product is formed when the esters in ginkgolide B, the chapter-opening molecule, are hydrolyzed in aqueous acid? Indicate the stereochemistry of all stereogenic centers.Indicate the product obtained by reacting alpha-D-Gulopyranose with NaBH4 in CH3OH.
- Draw a mechanism of the reduction of 188Re-perrhenate (Re(VII)) to Re(V) by using SnCl2.Esters with only one a hydrogen generally give poor yields in the Claisen condensation.Propose a mechanism for the Claisen condensation of ethyl isobutyrate, and explain whya poor yield is obtained.An optically active D-aldopentose (A) produced an optically inactive alditol (B) upon treatment with H2/Pt. When the aldopentose (A) was subjected to a Ruff degradation, D-aldotetrose (C) was generated. The aldotetrose (C) gave an optically active aldaric acid (D) upon oxidation with HNO3. D-aldopentose (A) can be prepared from D-threose by a Killani Fischer synthesis. Propose structure of A through D.