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(c) In structure, model A (21, Fig. 4) is identical to Celmer's model for 14-membered macrolides; in function, model A "serves all the known 12-and 14-membered ring macrolides and includes chiral centers at C-3, C-5, C-6, and C-8 in 16-membered ring macrolides" (page 3595, reference 20b).
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36
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85029973272
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(b) Similarly, for the stereochemical models 2, 21 and 22, any "extra" hydroxyl group at a given chiral center are considered introduced with retention of configuration at a late stage (after cycle 6 in Fig. 5b).
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85029979904
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1b and is analogous to the epoxide structure of the 14-membered oleandomycin (24; Fig. 4). (b) The established chirality at C8 of chalcomycin allows assignment to the corresponding center in the other neutral 16-membered macrolides (15,17, Fig. 3) with certainty.
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85029993847
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(a) Some crystallographic properties of chalcomycin, reported previously (Krc. J., Jr.; Scott, R. B. Microscope 1975, 23, 15; C.A. 1975, 83. 51293u), were particularly useful in determining the molecular weight of the compound, (b) A previous attempted single-crystal X-ray crystallographic analysis of chalcomycin as its heavy atom derivative was unsuccessful. The derivative, bis-bromoacetyl chalcomycin (crystals from methanol, mp 114-119 °C) lost its crystallinity under the X-ray beam (George A. Sim, unpublished results, 1966).
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C.A.
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48
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unpublished results
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(a) Some crystallographic properties of chalcomycin, reported previously (Krc. J., Jr.; Scott, R. B. Microscope 1975, 23, 15; C.A. 1975, 83. 51293u), were particularly useful in determining the molecular weight of the compound, (b) A previous attempted single-crystal X-ray crystallographic analysis of chalcomycin as its heavy atom derivative was unsuccessful. The derivative, bis-bromoacetyl chalcomycin (crystals from methanol, mp 114-119 °C) lost its crystallinity under the X-ray beam (George A. Sim, unpublished results, 1966).
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Sim, G.A.1
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49
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85029991453
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Deposited at the Cambridge Crystallographic Data Centre
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Deposited at the Cambridge Crystallographic Data Centre.
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