13-METHYL-13-DIHYDRODAUNORUBICIN DERIVATIVE
NEW MATERIAL:The compound of formula I (R is H or trifluoroacetyl) and its salt. EXAMPLE:3'-N-trifluoroacetyl-13-methyl-13-dihydrodaunorubicin. USE:A carcinostatic agent. PREPARATION:A compound of formula I wherein R is trifluoroacetyl can be produced by (1) protecting 7-OH group of daunomycin...
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| creator | OSAKI MASAKO TERAJIMA ATSURO SUZUKI MICHIYO MATSUMOTO MITSUYO YAMADA KAORU KIMURA YOSHIICHI |
| description | NEW MATERIAL:The compound of formula I (R is H or trifluoroacetyl) and its salt. EXAMPLE:3'-N-trifluoroacetyl-13-methyl-13-dihydrodaunorubicin. USE:A carcinostatic agent. PREPARATION:A compound of formula I wherein R is trifluoroacetyl can be produced by (1) protecting 7-OH group of daunomycin of formula II used as a starting raw material with silyl group, (2) reacting with a Grignard reagent such as methyl magnesium chloride, etc., to obtain the compound of formula III (R -R are alkyl), (3) reacting the compound with a daunosamine derivative of formula IV (R is acyl) in the presence of trimethylsilyl triflate and (4) deprotecting the resultant alpha-anomer glycoside of formula V in a solvent such as THF under dilute alkaline condition with NaOH, etc., at 0 deg.C - room temperature. |
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EXAMPLE:3'-N-trifluoroacetyl-13-methyl-13-dihydrodaunorubicin. USE:A carcinostatic agent. PREPARATION:A compound of formula I wherein R is trifluoroacetyl can be produced by (1) protecting 7-OH group of daunomycin of formula II used as a starting raw material with silyl group, (2) reacting with a Grignard reagent such as methyl magnesium chloride, etc., to obtain the compound of formula III (R -R are alkyl), (3) reacting the compound with a daunosamine derivative of formula IV (R is acyl) in the presence of trimethylsilyl triflate and (4) deprotecting the resultant alpha-anomer glycoside of formula V in a solvent such as THF under dilute alkaline condition with NaOH, etc., at 0 deg.C - room temperature.</description><language>eng</language><subject>CHEMISTRY ; DERIVATIVES THEREOF ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; NUCLEIC ACIDS ; NUCLEOSIDES ; NUCLEOTIDES ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS ; SUGARS</subject><creationdate>1987</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19871006&DB=EPODOC&CC=JP&NR=S62228094A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76290</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19871006&DB=EPODOC&CC=JP&NR=S62228094A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>OSAKI MASAKO</creatorcontrib><creatorcontrib>TERAJIMA ATSURO</creatorcontrib><creatorcontrib>SUZUKI MICHIYO</creatorcontrib><creatorcontrib>MATSUMOTO MITSUYO</creatorcontrib><creatorcontrib>YAMADA KAORU</creatorcontrib><creatorcontrib>KIMURA YOSHIICHI</creatorcontrib><title>13-METHYL-13-DIHYDRODAUNORUBICIN DERIVATIVE</title><description>NEW MATERIAL:The compound of formula I (R is H or trifluoroacetyl) and its salt. 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EXAMPLE:3'-N-trifluoroacetyl-13-methyl-13-dihydrodaunorubicin. USE:A carcinostatic agent. PREPARATION:A compound of formula I wherein R is trifluoroacetyl can be produced by (1) protecting 7-OH group of daunomycin of formula II used as a starting raw material with silyl group, (2) reacting with a Grignard reagent such as methyl magnesium chloride, etc., to obtain the compound of formula III (R -R are alkyl), (3) reacting the compound with a daunosamine derivative of formula IV (R is acyl) in the presence of trimethylsilyl triflate and (4) deprotecting the resultant alpha-anomer glycoside of formula V in a solvent such as THF under dilute alkaline condition with NaOH, etc., at 0 deg.C - room temperature.</abstract><oa>free_for_read</oa></addata></record> |
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| subjects | CHEMISTRY DERIVATIVES THEREOF HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY NUCLEIC ACIDS NUCLEOSIDES NUCLEOTIDES ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS SUGARS |
| title | 13-METHYL-13-DIHYDRODAUNORUBICIN DERIVATIVE |
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