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filingDate 1990-04-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_36de97aa6cbc0974623fd2ef0a5dcf10
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ac3c84f72af24f79a316c6651b961b53
publicationDate 1990-10-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber CA-2015072-A1
titleOfInvention Process for the preparation of glucosaminyl-epi-podophyllotoxin derivatives
abstract Abstract of the disclosure: HOE 89/B 015 A process for the preparation of glucosaminyl-epi-podo-phyllotoxin derivatives The invention relates to a novel process for the prepara-tion of glucosaminyl-epi-podophyllotoxin derivatives of the formula I I in which R1 is hydrogen or the acetyl or a mono-, di- or trihalo-genoacetyl protective group with halogen being fluor-ine, chlorine or bromine, R2 is hydrogen or (C1-C4)-alkyl, R3 hydrogen, (C1-C4)-alkyl or a benzyloxycarbonyl protective group, R4 is hydrogen, a mono-, di or trihalogenoacetyl pro-tective group, a benzyloxycarbonyl protective group or a methyl group, and A is C1-C4-alkyl, which comprises reacting a 3-0-acyl-2-N-benzyloxy-carbonyl-4,6-0-alkylidene-alpha-D-glucosamine derivative of the formula II, which is in the alpha-hydroxy form, II in which R1 and R3 are acyl protective groups as defined above, and R2 is hydrogen, with a podophyllotoxin derivative of the formula III III in which R4 is a methyl group or a mono-, di- or trihalogenoacetyl or benzyloxycarbonyl protective group, in the presence of a promoter and of an anhydrous organic solvent at -50°C to 20°C to give a 4-O-(beta-glucosamin-yl)-epi-podophyllotoxin derivative of the formula I in which the radicals R1, R2, R3, and R4 retain their meaning as defined above, and subsequently converting the glyco-side products of the formula I, after elimination of the protective groups, into an amino or dialkylamino compound of the formula I.
priorityDate 1989-04-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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