发明名称 |
SINGLE-STEP PROCESS FOR PREPARING 7,16-DEOXY-2-AZA-10-O-CLADINOSIL-12-O-DESOSAMINIL-4,5-DIHYDROXI-6-ETHYL-3,5,9,11,13,15-HEXAMETHYLBICYCLE (11.2.1)HEXADECA-1(2)-EN-8-ONA AND OBTAINING A NEW FORM OF 9-DESOXO-9A-METHYL-9A-AZA-9A-HOMOERYTHROMYCIN A |
摘要 |
<p>Improved single-step process for preparing 7,16-deoxy-2-aza-10-O-cladinosyl-12-O-desosaminyl-4,5-dihydroxy-6-ethyl-3,5,9,11,13,15-hexamethylbicycle[11.2.1]hexadeca-1(2)-en-8-ona from erythromycin A, with high yield and under soft conditions suitable for its industrial production. The transformation of erythromycin A into an intermediate compound, called 6,9-iminoether, which is obtained in a single step, is achieved by forming the mesitylenesulfonyloxime "in situ" from erythromycin, which in the presence of a base in aqueous acetone undergoes a Beckmann's transposition creating the iminoether with the help of the hydroxyl in position 6 of the macrolide ring; this intermediary is transformed into the antibiotic 9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A, which is obtained by precipitation in hexane, thereby obtaining an innovative form, with an anhydrous crystalline structure and physical characteristics different from the forms known to date.</p> |
申请公布号 |
EP1304326(B1) |
申请公布日期 |
2006.03.15 |
申请号 |
EP20000959035 |
申请日期 |
2000.07.25 |
申请人 |
LABORATORIO SILANES, S.A. DE C.V.;INSTITUTO DE INVESTIGACION EN QUIMICA APLICADA S.C. |
发明人 |
DE LA TORRE GARCIA, JUAN ANTONIO;FRANCO ANDRADE, FIDENCIO;LARA OCHOA, JOSE MANUEL, FRANCISCO |
分类号 |
C07H17/08;C07D267/00;C07H17/00 |
主分类号 |
C07H17/08 |
代理机构 |
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