ORGANIC CHEMISTRY BOOK& SG/SM
6th Edition
ISBN: 9781264094493
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 26, Problem 44P
Draw both pyranose anomers of each aldohexose using a three-dimensional representation with a chair pyranose. Label each anomer as
a. 
b. 
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a.Label the four stereogenic centers in sorbitol as R or S.
b.How are sorbitol and A related?
c. How are sorbitol and B related?
a.Locate the stereogenic centers in the ball-and-stick model of ezetimibe (trade name Zetia), a cholesterol-lowering drug.
b. Label each stereogenic center as R or S.
Proline is an unusual amino acid because its N atom on the α carbon is part of a fivemembered ring.
a. Draw both enantiomers of proline.
b. Draw proline in its zwitterionic form.
Chapter 26 Solutions
ORGANIC CHEMISTRY BOOK& SG/SM
Ch. 26.2 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Label each stereogenic center as R or S. a. b. c....Ch. 26.2 - Convert the ball-and-stick model to a Fischer...Ch. 26.2 - Prob. 5PCh. 26.2 - Prob. 6PCh. 26.3 - Prob. 7PCh. 26.3 - Prob. 8PCh. 26.4 - Prob. 9PCh. 26.4 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.6 - Prob. 13PCh. 26.6 - Prob. 14PCh. 26.6 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Draw a stepwise mechanism for the following...Ch. 26.7 - Prob. 18PCh. 26.8 - Prob. 19PCh. 26.9 - Prob. 20PCh. 26.9 - Prob. 21PCh. 26.9 - Draw the products formed when D-arabinose is...Ch. 26.9 - Prob. 23PCh. 26.10 - Prob. 24PCh. 26.10 - Prob. 25PCh. 26.10 - Prob. 26PCh. 26.10 - Prob. 27PCh. 26.11 - Prob. 28PCh. 26.11 - Prob. 29PCh. 26.12 - Prob. 30PCh. 26.12 - Prob. 31PCh. 26.13 - Prob. 32PCh. 26.13 - Prob. 33PCh. 26.13 - Problem-28.35
Draw the structures of the...Ch. 26.13 - Prob. 35PCh. 26 - 28.37 Convert each ball-and-stick model to a...Ch. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - 28.40 Convert each compound to a Fischer...Ch. 26 - Prob. 40PCh. 26 - Prob. 41PCh. 26 - 28.43 Draw a Haworth projection for each compound...Ch. 26 - Prob. 43PCh. 26 - 28.45 Draw both pyranose anomers of each...Ch. 26 - Prob. 45PCh. 26 - 28.50 Draw the products formed when D-altrose is...Ch. 26 - 28.58 Draw a stepwise mechanism for the following...Ch. 26 - Prob. 62PCh. 26 - Prob. 63PCh. 26 - Prob. 64PCh. 26 - Prob. 65PCh. 26 - Prob. 66PCh. 26 - Prob. 67PCh. 26 - Prob. 68PCh. 26 - Prob. 69PCh. 26 - Prob. 70P
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- Proline is an unusual amino acid because its N atom on the α carbon is part of a five-membered ring.a. Draw both enantiomers of proline. b. Draw proline in its zwitterionic form.arrow_forwardDraw both pyranose anomers of each aldohexose using a threedimensionalrepresentation with a chair pyranose. Label each anomer asα or β.arrow_forwardDesignating a Stereogenic Center as R or S When the Lowest-Priority Group Is Not Drawn Back Label each stereogenic center as Ror S. а. OH b. OHarrow_forward
- How many stereoisomers are possible for a. a ketoheptose? b. an aldoheptose? c. a ketotriose?arrow_forwardD-Arabinose can exist in both pyranose and furanose forms. a. Draw the α and β anomers of D-arabinofuranose. b. Draw the α and β anomers of D-arabinopyranose.arrow_forwardCaptopril is a drug used to treat high blood pressure and congestive heart failure. a.Designate each stereogenic center as R or S. b.Draw the enantiomer of captopril. c.What product is formed when captopril is treated with one equivalent of NaH? d.What product is formed when captopril is treated with two equivalents of NaH?arrow_forward
- В. 1. Draw the Fischer, Haworth & chair (where applicable) representations of the given monosaccharides. Sugar Fischer Haworth Chair a CHO но H- H но OH ČH2OH D-idose (а-anomer) CH2OH FOH H- ČH2OH a ketopentose (B-anomer) b.arrow_forwardPenicillin is well-known anti-bacterial agent discovered by Alexander Fleming. A O. N- H. В Which box contains a carbocyclic unsaturation? IZarrow_forwardProline is an unusual amino acid because its N atom on the a carbon is part of a five-membered ring. a. Draw both enantiomers of proline. b. Draw proline in its zwitterionic form. -COOH prolinearrow_forward
- The following isomerization reaction, drawn using D-glucose as starting material, occurs with all aldohexoses in the presence of base. Draw a stepwise mechanism that illustrates how each compound is formed.arrow_forwardWhat products are obtained from the reduction of a. d-idose? b. d-sorbose?arrow_forward(a) Locate the stereogenic centers in the ball-and-stick model of ezetimibe (trade name Zetia), a cholesterol-lowering drug. (b) Label each stereogenic center as R or S. ezetimibearrow_forward
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Nomenclature: Crash Course Chemistry #44; Author: CrashCourse;https://www.youtube.com/watch?v=U7wavimfNFE;License: Standard YouTube License, CC-BY