http://rdf.ncbi.nlm.nih.gov/pubchem/patent/HR-P20090105-T3
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_1542e8802a0e6a7a8a7c6bd5627eb857 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D409-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H17-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P5-50 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H17-00 |
| filingDate | 2009-02-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_322ab58da3be11dd2bc979fe9293cef9 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3bc0fb2c0b3c1b6cfcb10b9b77f3e93c http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_01efb2e3968ceed8df9ba9450a52d315 |
| publicationDate | 2009-03-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | HR-P20090105-T3 |
| titleOfInvention | PROCEDURE FOR PREPARATION OF THIOPHENGLYCOSIDE DERIVATIVES |
| abstract | A process for the preparation of a compound of formula (I): wherein Y is H, (C1-C10) -alkyl; R 1 is (C 1 -C 8) -alkyl, wherein one, more or all of the hydrogen (s) may be replaced by fluorine; (C5-C10) -aryl, wherein the aryl may contain 1 to 3 heteroatoms selected from O, N and S, and R2 is H, Cl, Br or I; characterized in that it consists ofA. Preparations of hydroxyketoneA.1. thiophene of the component of formula (II), wherein Y is as previously defined, aX is O- (C1-C8) -alkyl or O- (C5-C10) -aryl, where aryl may contain 1 to 3 heteroatoms selected from O , N and S; reacts with a compound of formula (III), wherein R 1 and R 2 are as previously defined, and R 3 is Cl, Br or I in the presence of 0.1 to 10 equivalents of one or more acids in a suitable solvent at -50 ° C to +150 ° C, to give a compound of formula (IV), wherein X, Y, R 1 and R 2 are as previously defined; and said compound of formula (IV) in the presence of 0.1 to 10 equivalents of one or more acids at -50 ° C to +150 ° C is converted to a compound of formula (IVa), wherein Y, R 1 and R 2 are as previously defined; orA.2. a thiophene component of formula (II), wherein X and Y are as previously defined in A.1, is reacted with a compound of formula (III), wherein R 1, R 2 and R 3 are as defined in A.1; in the presence of 0.1 to 10 equivalents of one or more acids in a suitable solvent at -50 ° C to +150 ° C, to give a compound of formula (IV), wherein X, Y, R 1 and R 2 are as previously defined; and said compound further reacts directly in the presence of an acid, as defined above, at 0 ° C to 200 ° C to a compound of formula (IVa), wherein Y, R 1 and R 2 are as previously defined; orA.3. a thiophene component of formula (II) in which X and Y are as previously defined, reacts with one or more organometallic reagents from the group M- (C1-C8) -alkyl, MH, MO- (C1-C8) -alkyl or MN (C1-C8) -alkyl) 2 in which M represents Li, Na, K, Zn, Mg, Ca, in a non-polar solvent at a temperature of -20 ° C to 45 ° C, to give a reactive intermediate of formula (V) , wherein X, Y, and M are as previously defined, and the compound further reacts with a compound of formula (IIIa), wherein R 1 and R 2 are as previously defined, and R 3 'is Cl, Br, I, NH- (C1-C8) -alkyl-, NH-O- (C1-C8) -alkyl, N (C1-C8) -alkyl) 2, N- (C1-C8) -alkyl-O- (C1-C8) -alkyl, N (C3-C8) -cycloalkyl, wherein the alkyl ring may contain one or more heteroatoms selected from N, O and S, N (C6-C10) -aryl) - (C1-C8) -alkyl, N ((C3-C8) -cycloalkyl) - (C3C8) -aryl or N (C6-C10) -aryl) 2, where aromatics, for example cyclic alkanes, may contain one or more heteroatoms selected from N, O and Skako obtained a compound of formula (IV), in which X, Y, R1 and R2 are as before well defined; and as described under A.1., at a temperature of -20 ° C to 30 ° C; to eventually convert the compound of formula (IV) in the presence of Lewis acid to a compound of formula (IVa), wherein Y, R 1 and R 2 are as previously defined, and if necessary a compound of formula (IVa) is subsequently purified using purification method; after thatB. Preparation of an acetoglucoketone compound of formula (IVa), reacted with |
| priorityDate | 2004-12-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 21.