Predicate |
Object |
assignee |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_b6079cb88608a2415396fc8a1b9994b9 |
classificationCPCAdditional |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07B2200-07 |
classificationCPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C247-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D263-26 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/C07C215-28 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-56 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C229-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D333-34 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C323-63 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-24 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C227-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C51-15 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C215-20 |
classificationIPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C247-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C209-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B53-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D227-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B61-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C229-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C213-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C215-08 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/C07D263-26 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C227-04 |
filingDate |
2002-11-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9ef6bbdce30e55413c93e18bc12323bc http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c23651dc7e79e7043bb3dcef92ae0d31 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_930bbbc0c79458d36142d3d0083ad282 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_53ee43d044701c8164e71c9d0596c2a3 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_fdb5ba9976fbdf3e5e0f871956385d8f http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a33a3c9f5688f9f4d3b2798dcef9a2b4 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_460c8436f138fa4b505d07c1dc969cb2 |
publicationDate |
2003-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber |
CA-2469021-A1 |
titleOfInvention |
Process for the synthesis of chirally pure .beta.-amino-alcohols |
abstract |
A process is provided for preparing chirally pure S-enantiomers of .alpha.- 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 wi th 2,4,6-triisopropylbenzenesulfonyl azide to afford an oxazolidinone azide; g) hydrolyzing the oxazolidinone azide with an aqueous base to afford an .alpha .- azido acid; h) reducing the .alpha.-azido acid to the .alpha.-amino acid; an d i) recrystallizing the .alpha.-amino acid to the chirally pure .alpha.-amino acid. A process is also provided for preparing chirally pure S-enantiomers o f .beta.-amino alcohols further comprising the steps of reducing the crude .alpha.-amino acid to the .beta.-amino alcohol and recrystallizing the .beta .- amino alcohol to the chirally pure .beta.-amino alcohol. A process is furthe r provided for preparing chirally pure S enantiomers of N-sulfonyl .beta.-amin o alcohols further comprising the steps of sulfonylating the .beta.-amino alcohol with 5-chloro-thiophene-2-sulfonyl halide; and recrystallizing to afford the chirally pure N-sulfonyl .beta.-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 |