Process for the preparation of boronic acid esters

US11667654B2 · kind B2 · utility

Assignee

• Fresenius Kabi Oncology Ltd. · IN

Inventors

• Maneesh Kumar Pandey · Barwala, IN
• Raj Tiwari · Manesar, IN
• Sonu Prasad SHUKLA · Sindhar, IN
• Sarbjot Singh Sokhi · Amritsar, IN
• Govind Singh · Ghaziabad, IN
• Saswata Lahiri · Sindhar, IN
• Walter Cabri · Sant Celoni, ES

Key dates

• Filing date: Feb 19, 2018
• Grant date: Jun 6, 2023
• Expiry date: Mar 10, 2038

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07B2200/07
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to an improved process for the preparation of a compound of formula (I), wherein PG1 may be independently selected from tert-butyloxycarbonyl (Boc), phthaloyl, 9-fluorenylmethyloxycarbonyl (Fmoc), triphenylmethyl (Trityl), carboxybenzyl (Cbz), trifluoroacetyl, benzyl (Bn), benzylidene, methanesulfonyl (Mesyl), toluene sulfonyl (Tosyl) or acyl; its isolation as solid and use for the preparation of the compound of formula (IV), in particular the compound of formula (IV) i.e. [(1R)-3-methyl-1[[(2S)-1-oxo-3-phenyl-2-[(pyrazinylcarbonyl) amino]propyl]amino]butyl] boronic acid with more than 99.95% chiral purity, as measured by HPLC.