Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357391594
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell
Publisher: Cengage Learning US
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Chapter 15, Problem 53P
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.
ch3
T
Desosamine
- Name all the
functional groups in desosamine. (Chapter 10) - How many stereocenters are present in desosamine? How many stereoisomers are possible for it? How many pairs of enantiomers are possible for it?
- 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 15 Solutions
Introduction to General, Organic and Biochemistry
Ch. 15.1 - Prob. 15.1QCCh. 15.2 - Problem 16-2 Write a structural formula for each...Ch. 15.2 - Prob. 15.3QCCh. 15.3 - Problem 16-4 Select the stronger base from each...Ch. 15.3 - Prob. 15.5QCCh. 15 - 16-6 Answer true or false. te/7-Butylamine is a 3°...Ch. 15 - Prob. 2PCh. 15 - Prob. 3PCh. 15 - 16-9 In what way are pyridine and pyrimidine...Ch. 15 - Prob. 5P
Ch. 15 - Prob. 6PCh. 15 - Prob. 7PCh. 15 - 16-13 Classify each amino group as primary,...Ch. 15 - Prob. 9PCh. 15 - 16-15 There are eight primary amines with the...Ch. 15 - Prob. 11PCh. 15 - 16-17 Propylamine (bp 48°C), ethylmethylamine (bp...Ch. 15 - 16-18 Account for the fact that 1-butanamine (bp...Ch. 15 - 16-19 2-Me thy 1 propane (bp -12°C), 2-propanol...Ch. 15 - Prob. 15PCh. 15 - Prob. 16PCh. 15 - Prob. 17PCh. 15 - Prob. 18PCh. 15 - Prob. 19PCh. 15 - Prob. 20PCh. 15 - 16-26 The p/fb of amphetamine is approximately 3.2...Ch. 15 - 16-27 Guanidine, p/Ca 13.6, is a very strong base,...Ch. 15 - 16-28 Following is the structural formula of...Ch. 15 - Prob. 24PCh. 15 - Prob. 25PCh. 15 - Prob. 26PCh. 15 - 16*32 Many tumors of the breast are correlated...Ch. 15 - Prob. 28PCh. 15 - Prob. 29PCh. 15 - Prob. 30PCh. 15 - (Chemical Connections 15B ) Identify all...Ch. 15 - Prob. 32PCh. 15 - Prob. 33PCh. 15 - Prob. 34PCh. 15 - Prob. 35PCh. 15 - Prob. 36PCh. 15 - (Chemical Connections 15D ) Suppose you saw this...Ch. 15 - Prob. 38PCh. 15 - Prob. 39PCh. 15 - Prob. 40PCh. 15 - 16-46 Arrange these three compounds in order of...Ch. 15 - Prob. 42PCh. 15 - Prob. 43PCh. 15 - Prob. 44PCh. 15 - Prob. 45PCh. 15 - Prob. 46PCh. 15 - Prob. 47PCh. 15 - Prob. 48PCh. 15 - 16-54 Several poisonous plants, including Atropa...Ch. 15 - Prob. 50PCh. 15 - Prob. 51PCh. 15 - Prob. 52PCh. 15 - 16-58 Following is a structural formula of...Ch. 15 - Prob. 54P
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