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-ONE, AND OBTAINING A NEW FORM OF 9-DEOXO-9A-METHYL-9A-AZA-9A-HOMOERYTHROMYCIN A |
摘要 |
The invention relates to an improved method for preparing 7,16-deoxy-2-aza-1 0- O-cladinosil-12-O-desosaminil-4,5-dihydroxi-6-ethyl-3,5,9,11,13,15- hexamethylbicycle[11.2.1]hexa-deca-1(2)-en-8-ona from erythromycin A, wherei n said compound is obtained from erythromycin A with high yields and under sof t and adequate production conditions in a single-step process. Transformation of erythromycin A into an intermediate compound called 6,9-iminoether, which is obtained in a single step, is carried out by forming "in situ" mesitylenesulfonyloxime from erythromycin, which undergoes Beckmann's transposition in the presence of a base in aqueous acetone thus giving rise to the iminoether with the aid of the hydroxyl in position 6 of the macrolide ring. Said intermediate compound is transformed into the antibiotic called 9 - deoxo-9a-aza-9a-methyl-9a-homoerythromycin A, which is obtained by appropria te precipitation in hexane. A novel form with an anhydrous crystalline structur e and physical properties differing from those of forms known to date is thus obtained.
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申请公布号 |
CA2417353(C) |
申请公布日期 |
2009.09.01 |
申请号 |
CA20002417353 |
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 |
FRANCO ANDRADE, FIDENCIO;LARA OCHOA, JOSE MANUEL FRANCISCO;DE LA TORRE GARCIA, JUAN ANTONIO |
分类号 |
C07H17/00;A61K31/7052;C07D267/00;C07H17/08 |
主分类号 |
C07H17/00 |
代理机构 |
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