Total synthesis of 2,5-dideoxystreptamines

Details Total synthesis of 2,5-dideoxystreptamines Total synthesis of 2,5-dideoxystreptamines

1977-02-22

1978-07-18

Rush, Raymond V.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

536 10, 548323, 560115, 2603458R, 2603459R, 260563C, C07D26358

Patent

active

041015568

ABSTRACT:
The dextrorotatory and levorotatory isomers of 1,6-Carbamate-3N-carbethoxy-2,5-dideoxystreptamine (I) have been found to be very valuable intermediates useful in the preparation of totally synthetic aminoglycoside antibiotics. An example of such an aminoglycoside antibiotic is 5-deoxykanamycin A.

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patent: 3753973 (1973-08-01), Umezawa et al.
patent: 3781268 (1973-12-01), Kawaguchi et al.
Merck Index, 8th Ed., pp. 597-598.
Craig et al., J. Org. Chem. 32, 3743-3749, (1967).
Suami et al., J. Org. Chem. 40, 456-461, (1975).
Testa et al., J. Antibiotics, XXVII, 917-921, (1974).
Shiev et al., J. Antibiotics, XXVI, 551-561, (1973).
Kojima et al., J. Antibiotics, XXVI, 784-786, (1973).

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