ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The protected intermediate (11R)-25-O-deacetyl-11-deoxo-11-hydroxy-21,23-O-isopropylidenerifamycin S (7) has been synthesized starting from rifamicin S (2; Scheme 2), the former being a potential substrate for the preparation of new types of rifamicin-S derivatives modified at C(11) and/or C(25). The reactivity of 7 toward acylations has been studied under both base- and acid-catalyzed conditions. The compound either did not react or nr underwent unexpected reactions, and no acylation products could be isolated. The X-ray crystal structure of 7 reveals that both OH groups at C(11) and C(25) are hindered, and this is probably the reason, why other take place faster than acylation.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19900730122
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