Predicate |
Object |
assignee |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_24e76490bed88751680a5fef9bc73892 |
classificationCPCAdditional |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07B2200-07 |
classificationCPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C227-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C247-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-28 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C323-63 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C51-15 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C229-30 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C229-28 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C229-36 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D263-26 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D333-34 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C229-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-56 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-24 |
classificationIPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C247-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B53-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C213-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D263-26 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B61-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C215-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C229-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-15 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C229-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C227-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D227-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-34 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-32 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-381 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C209-00 |
filingDate |
2002-11-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_af9af91e15b531b144daf1c7a79fac9c http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_14a90ae821bcbf2004901b7dcdb6f746 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_725e969f9040949ed359a4eaa3f92fd8 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_0fa683ec4a1d46399e3ce9f9101cfe75 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_fee8e49dc8b8e817f06246ecb6d4ad8a http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f6bf45f94c006ba41568f64a05b16e7b http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a436b9bac24486364ac8bfe1505cd1d8 |
publicationDate |
2004-09-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber |
EP-1461303-A2 |
titleOfInvention |
PROCESS FOR THE SYNTHESIS OF CHIRALLY PURE b-AMINO-ALCOHOLS |
abstract |
A process is provided for preparing chirally pure S-enantiomers of α-amino acids comprising the steps of: a) preparing an organometallic reagent from an alkyl halide of the Formula (R)2CH(CH2)nCH2X; b) adding the organometallic reagent to carbon dioxide to afford a carboxylic acid; c) activating the carboxylic acid with an acid chloride, phosphorus trichloride, acid anhydride, or thionyl chloride in the presence of a tertiary amine base; d) reacting the product of step c) with an alkali metal salt of S-4-benzyl-2-oxazolidinone; e) treating the product of step d) with a strong non-nucleophilic base to form an enolate anion; f) trapping the enolate anion with 2,4,6-triisopropylbenzenesulfonyl azide to afford an oxazolidinone azide; g) hydrolyzing the oxazolidinone azide with an aqueous base to afford an α-azido acid; h) reducing the α-azido acid to the α-amino acid; and i) recrystallizing the α-amino acid to the chirally pure α-amino acid. A process is also provided for preparing chirally pure S-enantiomers of β-amino alcohols further comprising the steps of reducing the crude α-amino acid to the β-amino alcohol and recrystallizing the β-amino alcohol to the chirally pure β-amino alcohol. A process is further provided for preparing chirally pure S enantiomers of N-sulfonyl β-amino alcohols further comprising the steps of sulfonylating the β-amino alcohol with 5-chloro-thiophene-2-sulfonyl halide; and recrystallizing to afford the chirally pure N-sulfonyl β-amino alcohols. |
priorityDate |
2001-12-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type |
http://data.epo.org/linked-data/def/patent/Publication |