专利号:US-6462221-B1 优先权日:1999-02-23 标 题 :Synthesis of nitroalcohol diastereomers 发明人:GABRIEL RICHARD L; MOUSSA ADEL M; FITZHENRY SHARON; LIU CHANGHUA; SWANSON DAVID A; LA BRITTANY; ZAHR SALAH; SACHDEVA YESH P; JURAYJ JURJUS 权利人:JOHNSON MATTHEY PHARMACEUTICAL 摘要:The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula I:In Structural Formula I, R is an amine protecting group, and R1 is an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.
专利号:US-2009018343-A1 优先权日:2005-03-16 标题 :Fluorous Oxazolidinone Chiral Auxiliary Compounds and Methods of Manufacture 发明人:HULTIN PHILIP GREGORY; HEIN JASON ELLIS 权利人:UNIV MANITOBA 摘要:The present invention relates generally to perfluoroalkyl chiral auxiliary compounds and methods of manufacture. These compounds have the functionality to effectively support the synthesis of chiral compounds in single reactions, high-throughput parallel reactions, or combinatorial reactions The invention relates to two oxazolidinone chiral auxiliaries (1) and (2): wherein R f is a perfluoroalkyl group having the general formula (CH 2 ) x —C y F 2y+1 where x=1-5 and y=4-10 and wherein B is an unfunctionalized aryl, alkyl or arylalkyl group in a preferred embodiment, x=2 and y=6 and B is derived from unfunctionalized amino acids The amino acids may be from either the D- or L-series, and are preferably enantiomerically pure or in very high enantiomeric excess in either configuration.
专利号:WO-0050378-A3 优先权日:1999-02-23 标 题 :Synthesis of nitroalcohol diastereomers 发明人:GABRIEL RICHARD L; MOUSSA ADEL M; FITZHENRY SHARON; LIU CHANGHUA; SWANSON DAVID A; LA BRITANNY; ZAHR SALAH 权利人:PHARM ECO LAB INC; GABRIEL RICHARD L; MOUSSA ADEL M; FITZHENRY SHARON; LIU CHANGHUA; SWANSON DAVID A; BRITANNY; ZAHR SALAH 摘要:The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula (I): In Structural Formula (I), R is an amine protecting group, and R1 is an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves a contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.
专利号:US-2003158436-A1 优先权日:1999-03-10 标题:Synthesis of alpha--amino-alpha, alpha'- dihaloketones and process for the preparation of beta--amino acid derivatives by the use of the same
专利号:US-2003096374-A1 优先权日:1999-01-27 标题:Synthesis of oligoketides
专利号:US-6573399-B1 优先权日:1999-03-10 标题:Synthesis of α-amino-α′, α′-dihaloketones and process for the preparation of β-amino acid derivatives by the use of the same 发明人:NISHIYAMA AKIRA; INOUE KENJI 权利人:KANEKA CORP 摘要:The present invention provides a commercially profitable process for producing a β-amino acid ester derivative n which comprises reacting an α-amino acid ester derivative with a base and a dihalomethane, n reacting the same with a lithium amide and an alkyllithium in succession, n and treating the reaction product with an acid in an alcohol.