Syntheses of 23-deoxy-23-N-ethyl-23-(2-fluoro-, 2,2-difluoro-, and 2,2,2-trifluoroethyl)amino derivatives of mycaminosyl tylonolide and 4'-deoxymycaminosyl tylonolide.
نویسندگان
چکیده
منابع مشابه
Syntheses of derivatives of 4'-deoxymycaminosyl tylonolide and mycaminosyl tylonolide modified AT C-23.
Sir: In the foregoing communications' we reported the synthesis of 4'-deoxymycaminosyl tylonolide (1a) which showed fairly strong antibacterial activity. This paper describes the syntheses of derivatives of la and of mycaminosyl tylonolide (Ib) modified at C-23. Treatment of the diethylacetal (2a) of la with acetic anhydride in acetonitrile as described previously" gave the 2'-O-acetyl derivati...
متن کاملSyntheses of 23-dialkylamino derivatives of mycaminosyl tylonolide and 4'-deoxymycaminosyl tylonolide effective against gram-negative bacteria.
Sir: In a previous communication1) we reported the syntheses and antibacterial activities of 23-halo and 23-0-substituted mycaminosyl tylonolides and 4'-deoxymycaminosyl tylonolides and it was shown that the 23-modifications gave rise to an increase in the antibacterial activity of mycaminosyl tylonolide (1a) and 4'-deoxymycaminosyl tylonolide (1b). This paper describes the syntheses of 23-dial...
متن کاملN-Substituted derivatives of 23-amino-4',23-dideoxymycaminosyl tylonolide. Synthesis and antibacterial activity.
23-Amino-4',23-dideoxymycaminosyl tylonolide diethyl acetal (5) has been prepared from 4',23-dideoxy-23-iodomycaminosyl tylonolide diethyl acetal (3) by treatment with sodium azide followed by selective reduction of the resulting azide (4). 23-Acylamino-23-deoxy (6 approximately 8) and 23-deoxy-23-urethane-type compounds (12 approximately 15) were further prepared. Treatment of the 23-alkylamin...
متن کاملSyntheses of 23-C-alkylidene, and 23-N-containing derivatives of 5-O-mycaminosyltylonolide.
Several derivatives of 5-O-mycaminosyltylonolide substituted at C-23 have been prepared; these are 23-deoxy-23-C-methylene (3), 23-deoxy-23-C-(methoxycarbonylmethylene) (5), 23-deoxy-23-C-(ethoxycarbonylmethylene) (7), and 23-deoxy-23-C-(butoxycarbonylmethylene) (9), 23-deoxy-23-C-[(2E)-3-(ethoxycarbonyl)-2-propenylene] (11), and 23-deoxy-23-(dimethylaminoimino) (13), and 14-de(hydroxymethyl)-1...
متن کاملSynthesis of 3-deoxy-3,4-didehydro derivatives of 5-O-mycaminosyltylonolide, 5-O-(4-deoxymycaminosyl) tylonolide, and desmycosin.
The 3-deoxy-3,4-didehydro derivatives of 5-O-mycaminosyltylonolide, 5-O-(4-deoxymycaminosyl)tylonolide, and desmycosin have been prepared by treatment of the corresponding 3-O-sulfonyl derivatives with NaI in 2-butanone as the key step. The mechanistic difference in the formation of the 2,3- and 3,4-unsaturated derivatives from the same 3-O-sulfonyl derivative is discussed.
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ژورنال
عنوان ژورنال: The Journal of Antibiotics
سال: 1984
ISSN: 0021-8820,1881-1469
DOI: 10.7164/antibiotics.37.1628