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filingDate 2001-02-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 2002-08-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber DE-10105866-A1
titleOfInvention Process for the production of optically active, propargylic, terminal epoxides
abstract The invention relates to a method for the enantioselective preparation of optically active, propargylic, terminal epoxides. According to the invention, in the first step of the process, compounds of formula 1 with an alcohol dehydrogenase, which preferably originates from horse liver or thermophilic microorganisms (such as, for example, Thermoanaerobium brockii or Thermoanaerobacter ethanolicus) or from Lactobacillus and is recombinantly overexpressed in Escherichia coli, in the presence of NAD (P) H implemented. In this reaction, the oxo group is reduced enantioselectively. Since both (S) and (R) -selective oxidoreductases can be used, the synthesis of both enantiomers is possible. Both enantiomers can be prepared using the same enzyme with the alcohol dehydrogenase from Lactobacillus brevis, since these compounds with R · 1 · = H and compounds with R · 1 · NOTEQUAL H convert to alcohols with the opposite configuration. In the second step of the process, the alpha-halogenated alcohol is converted into the enantiomerically pure epoxide using a base. DOLLAR F1
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ5AR48
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5975
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP12854
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ50L96
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ07288
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ70UN9
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP86885
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP41747
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8GIX7
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID85822828
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP82965
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ07264
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ72E85
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ6XQ67
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP86884
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5324983
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP28484
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ75ZX4
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6995683
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP86883
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ2R8Z5
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP28483
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ24641
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID416022319
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID961
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP22246
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP04707
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID410939896
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ70UP6
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ5HI63
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID92981

Total number of triples: 341.