Format:
Online-Ressource
ISSN:
1522-2675
Content:
Abstract: 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.
In:
volume:73
In:
number:1
In:
year:2004
In:
pages:185-198
In:
extent:14
In:
Helvetica chimica acta, New York, NY : Wiley-VCH, 1918-, 73, Heft 1 (2004), 185-198 (gesamt 14), 1522-2675
Language:
English
DOI:
10.1002/hlca.19900730122
URN:
urn:nbn:de:101:1-2024012203445005906237
URL:
https://doi.org/10.1002/hlca.19900730122
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2024012203445005906237
URL:
https://d-nb.info/1316739457/34
URL:
https://doi.org/10.1002/hlca.19900730122
Bookmarklink