Epimer drawing

The structure of the natural isomer of 6-aminopenicillanic acid is shown. You are asked to draw the structure of its enantiomer and its 6-epimer. 

The enantiomer will have the configuration changed at all chiral centres, whereas the 6-epimer retains all configurations except for that at position 6. Note that it is not necessary to draw the mirror image compound for the enantiomer, just reverse the wedge-dot relationship for the bonds at each chiral centre. This is much easier and less prone to errors whilst transcribing the structure. 

Problem 22.32 Draw the more and less stable conformations of a) /3-o-mannopyranose (Problem 22.11), (f>) a-D-idopyranose (idose is the C epimer of gulose see Problem 22.27), (c) /3-L-glucopyranose (/3-l- and /3-Dare enantiomers). Explain each choice. ... 

Draw the structural formulae of all the epimers of (2.R,3S)-bicyclo[2.2.1]-heptane-2,3-diol. 

Latanoprost is a pro drug used in the treatment of glaucoma. The 15S isomer of the acid is only about 10 % as active as the 15R isomer of the acid. Draw the structural formula of the more active epimer and determine the configuration of the remaining stereogenic units present. 

Which are the epimers of (2 ,4a ,8a )-decahydronaphthalen-2-ol Draw their structural formulae in the chair conformation. 

Q Draw and identify the structures of glucose, its anomers, and its epimers, as Fischer projections and as chair conformations. 

Draw the cyclic hemiacetal forms of D-mannose and D-galactose both as chair conformations and as Haworth projections. Mannose is the C2 epimer of glucose, and galactose is the C4 epimer of glucose. 

Allose is the C3 epimer of glucose. Draw the cyclic hemiacetal form of D-allose, first in the chair conformation and then in the Haworth projection. 

Talose is the C4 epimer of mannose. Draw the chair conformation of D-talopyranose. 

The carbonyl group in D-galactose may be isomerized from Cl to C2 by brief treatment with dilute base (by the enediol rearrangement, Section 23-8). The product is the C4 epimer of fructose. Draw the furanose stmcture of the product. 

Draw the structures of the compounds named in Problem 23-24 parts (a), (c), and (d). Allose is the C3 epimer of glucose, and ribose is the C2 epimer of arabinose. 

Draw the Fischer projections and the chair conformations of the anomers and epimers of glucose from memory. Identify and name these sugars based on how they differ from the structure of glucose. Problems 23-52 and 53... 

Problem 27.9 Draw two possible epimers of D-erythrose. Name each of these compounds using Figure 27.4. 

The chair conformations are easier to draw, so we will do them first. Draw the rings and number the carbon atoms, starting with the hemiacetal carbon. Mannose is the C2 epimer of glucose, so the substituent on C2 is axial, while all the others are equatorial as in glucose. Galactose is the C4 epimer of glucose, so its substituent on C4 is axial. 

Draw a diastereomer of the following molecule that is not an epimer. 

Draw and name the pair of epimers formed when the following aldopentoses undergo a Kiliani-Fischer chain-lengthening process ... 

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