Intermediates and processes for the preparation of optically active octanoic acid derivatives
AssigneeOno Pharmaceutical Co., Ltd.
InventorHisashi Yamamoto
Life of this patent
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Abstract
Novel intermediates, i.e., N-(2S-(2-propenyl)octanoyl)-(1S)-(−)-2,10-camphorsultam, N-(2S-(2-propynyl)octanoyl)-(1S)-(−)-2,10-camphorsultam and N-(2R-(2-propyl)octanoyl)-(1S)-(−)-2,10-camphorsultam; processes for the preparation of the intermediates; and processes for the preparation of optically active 2S-(2-propenyl)octanoic acid, 2S-(2-propynyl)octanoic acid and 2R-propyloctanoic acid by using the same. Optically active 2R-propyloctanoic acid equivalent or superior to that prepared by the process of the prior art in optical purity can be efficiently prepared in shorter reaction steps.
Claims8
A compound of N-(2S-(2-propenyl)octanoyl)-(1S)-(−)-2,10-camphorsultam, N-(2S-(2-propynyl)octanoyl)-(1S)-(−)-2,10-camphorsultam, or N-(2R-(2-propyl)octanoyl)-(1S)-(−)-2,10-camphorsultam.
A process for the preparation of N-(2S-(2-propenyl)octanoyl)-(1S)-(−)-2,10-camphorsultam, which comprises reacting N-octanoyl-(1S)-(−)-2,10-camphorsultam with allyl halide.
A process for the preparation of N-(2S-(2-propynl)octanoyl)-(1S)-(−)-2,10-camphorsultam, which comprises reacting N-octanoyl-(1S)-(−)-2,10-camphorsultam with propargyl halide.
A process for the preparation of N-(2R-(2-propyl)octanoyl)-(1S)-(−)-2,10-camphorsultam, which comprises reducing N-(2S-(2-propenyl)octanoyl-(1S)-(−)-2,10-camphorsultam.
A process for the preparation of N-(2R-(2-propyl)octanoyl)-(1S)-(−)-2,10-camphorsultam, which comprises reducing N-(2S-(2-propynyl)octanoyl-(1S)-(−)-2,10-camphorsultam.
Dependencies are inferred from the claim text.