Invention Grant
US08258338B2 Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols
有权
用于制备对映体纯的1-取代-3-氨基醇的方法
- Patent Title: Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols
- Patent Title (中): 用于制备对映体纯的1-取代-3-氨基醇的方法
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Application No.: US11884542Application Date: 2006-02-14
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Publication No.: US08258338B2Publication Date: 2012-09-04
- Inventor: Walter Brieden , Martin Clausen , John McGarrity , Hanspeter Mettler , Dominique Michel
- Applicant: Walter Brieden , Martin Clausen , John McGarrity , Hanspeter Mettler , Colette Mettler, legal representative , Dominique Michel
- Applicant Address: CH Basel
- Assignee: Lonza AG
- Current Assignee: Lonza AG
- Current Assignee Address: CH Basel
- Agency: Hoffman & Baron, LLP
- Priority: EP05003657 20050221
- International Application: PCT/EP2006/001334 WO 20060214
- International Announcement: WO2006/087166 WO 20060824
- Main IPC: C07C33/32
- IPC: C07C33/32 ; C07D333/12

Abstract:
A process for the preparation of N-monosubstituted β-aminoalcohol sulfonates of formula (Ia), (Ib): wherein R1 is C6-20-aryl or C4-12-heteroaryl, each optionally being substituted with one or more halogen atoms and/or one or more C1-4-alkyl or C1-4-alkoxy groups, R2 is C1-4-alkyl or C6-20-aryl, each aryl optionally being substituted with one or more halogen atoms and/or one or more C1-4-alkyl or C1-4-alkoxy groups and wherein R3 is selected from the group consisting of C1-18-alkyl, C6-20-cycloalkyl, C6-20-aryl and C7-20-aralkyl residues. The process has the steps of (a) reacting a methyl ketone, a primary amine, formaldehyde and a sulfonic acid, at a pressure above 1.5 bar, optionally in a organic solvent, the organic solvent optionally containing water, to afford N-monosubstituted β-aminoketone sulfonates of formula (II): wherein R1, R2 and R3 are as defined above, and (b) asymmetrically hydrogenating. The sulfonates in the presence of a base and a catalyst of a transition metal and a disphosphine ligand, in a polar solvent, optionally in the presence of water.
Public/Granted literature
- US20090156833A1 Process for the Preparation of Enantiomerically Pure 1-Substituted-3-Aminoalcohols Public/Granted day:2009-06-18
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