Student Solutions Manual for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th
Student Solutions Manual for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th
11th Edition
ISBN: 9781305081055
Author: Bettelheim, Frederick A.
Publisher: Cengage Learning
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Chapter 16, Problem 16.58P

16-58 Following is a structural formula of desosamine, a

sugar component of several macrolide antibiotics, including the erythromycins. The configuration shown here is that of the natural product. Erythromycin is produced by a strain of Streptomyces erythreus originally found in a soil sample from the Philippine Archipelago.

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Chapter 16, Problem 16.58P, 16-58 Following is a structural formula of desosamine, a sugar component of several macrolide

Desosamine

  1. Name all the functional groups in desosamine. (Chapter 10)
  2. How many stereocenters are present in desosamine? How many stereoisomers are possible for it? How many pairs of enantiomers are possible for it?
  3. Draw the alternative chair conformations for desosamine and label which groups are equatorial and which are axial.

(d > Which of the alternative chair conformations for desosamine is more stable?

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Chapter 16 Solutions

Student Solutions Manual for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th

Ch. 16 - Prob. 16.11PCh. 16 - Prob. 16.12PCh. 16 - 16-13 Classify each amino group as primary,...Ch. 16 - Prob. 16.14PCh. 16 - 16-15 There are eight primary amines with the...Ch. 16 - Prob. 16.16PCh. 16 - 16-17 Propylamine (bp 48°C), ethylmethylamine (bp...Ch. 16 - 16-18 Account for the fact that 1-butanamine (bp...Ch. 16 - 16-19 2-Me thy 1 propane (bp -12°C), 2-propanol...Ch. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - 16-26 The p/fb of amphetamine is approximately 3.2...Ch. 16 - 16-27 Guanidine, p/Ca 13.6, is a very strong base,...Ch. 16 - 16-28 Following is the structural formula of...Ch. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - 16*32 Many tumors of the breast are correlated...Ch. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16-35 (Chemical Connections 16B ) What is an...Ch. 16 - Prob. 16.36PCh. 16 - Prob. 16.37PCh. 16 - Prob. 16.38PCh. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - Prob. 16.41PCh. 16 - Prob. 16.42PCh. 16 - Prob. 16.43PCh. 16 - Prob. 16.44PCh. 16 - Prob. 16.45PCh. 16 - 16-46 Arrange these three compounds in order of...Ch. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - 16-54 Several poisonous plants, including Atropa...Ch. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - Prob. 16.57PCh. 16 - 16-58 Following is a structural formula of...Ch. 16 - Prob. 16.59P
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