http://rdf.ncbi.nlm.nih.gov/pubchem/patent/PL-80640-B1
Outgoing Links
| Predicate | Object |
|---|---|
| classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2603-16 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J73-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J1-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J73-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C241-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C251-20 |
| filingDate | 1970-04-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1975-08-30-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | PL-80640-B1 |
| titleOfInvention | Process for the preparation of 3-oxo-19 nor-delta 4- steroids via nitrogenous 4,5-secosteroids[gb1309651a] |
| abstract | 1309651 Steroid synthesis; 4,5-secosteroids F HOFFMANN-LA ROCHE & CO AG 2 April 1970 [4 April 1969] 15632/70 Headings C2C and C2U The invention comprises compounds of Formul VI and VII and a process for preparing compounds of Formula I from compounds of Formula II by reaction sequence ABCDE or ABCDFG in the reaction scheme in which all compounds are d, l or dl, M is the remainder of the D ring of the steroid; R is OH, C 1-7 alkoxy or -NXY where X and Y are each C 1-7 alkyl; R<SP>1</SP> is primary C 1-5 alkyl, R<SP>2</SP>, R<SP>3</SP> and R<SP>5</SP> are each H or C 1-7 alkyl; and R<SP>6</SP> is H, monocyclic aryl- C 1-7 -alkyl, acyl or -CR<SP>7</SP>R<SP>8</SP>R<SP>9</SP> where R<SP>7</SP>, R<SP>8</SP> and R<SP>9</SP> are each C 1-7 alkyl. Reaction sequence A<SP>1</SP>B<SP>1</SP> is alternative to AB but does not form part of the invention and is not exemplified. The reaction steps are effected as follows: (A) heat and/or acid; (A<SP>1</SP>) and (B) hydrogenation with a noble metal catalyst in the presence of a base; (B<SP>1</SP>) heat and acid; (C) reaction with R-NH 2 or a salt thereof; (D) selective oxidation, e.g. with CrO 3 /acetone, metal alkoxide, silver carbonate, or CrO 3 /H 2 SO 4 /N,N-dialkylalkanamide; (E) aqueous acid in an inert watermiscible organic solvent; (F) reaction with a reactive carbonyl compound; e.g. acetone, pyruvic acid or levulinic acid; (G) cyclization which may be acid- or base-catalysed. A 17 oxo group (steroid numbering) in a compound of Formula III may be converted to an =NR group during step (C) and regenerated during step (E) or (G). Alternatively said 17- oxo group may be reduced to a 17#-hydroxy group or converted to a 17α-alkynyl-17#- hydroxy group immediately prior to step C. A 17-hydroxy group in a compound of Formula VI may be converted to an oxo group during step (D). Compounds of Formul III and IV comprise the subject-matter of Specification 1,309,652. Reference has been directed by the Comptroller to Specification 1,207,048.n[GB1309651A] |
| priorityDate | 1969-04-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
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