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US 6,294,681 B1Granted
Process for the production of N-acylamino acids
AssigneeDegussa-Huels Aktiengesellschaft
InventorsKarlheinz Drauz, Olaf Burkhardt, Matthias Beller, Markus Eckert, Wahed Moradi, Helfried Neumann
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Abstract
The present invention provides a process for producing N-acyl-protected amino acids with the general formula I by amidocarbonylation whereby carbon monoxide, an amide/nitrile and an aldehyde, are reacted in the presence of a metal catalysts such as rhodium, iridium or ruthenium catalysts.
Claims22
A process for producing N-acylamino acids with the general formula I
- wherein
- R is selected from the group consisting of hydrogen, a carboxyl group, a saturated or unsaturated, straight-chain, branched or cyclic (C1-C12) alkyl group, a mono- or polyunsaturated, straight-chain, branched or cyclic (C2-C12) alkenyl radical, a (C1-C8) acyloxy group, a (C4-C18) aryl radical, and a (C1-C12) alkyl (C4-C18) aryl radical,
- R′, and R″ independently are selected from the group consisting of hydrogen, a saturated, straight-chain, branched or cyclic (C1-C26) alkyl, a mono- or polyunsaturated, straight-chain, branched or cyclic (C2-C24) alkenyl radical, a (C1-C12) alkyl (C4-C18) aryl radical and a optionally polyunsaturated (C2-C10) alkenyl (C4-C18) aryl radical,
- comprising reacting an amide with the general formula II
- R′—CO—NH—R″ (II),
- wherein R′ and R″ have the meaning given above, and an aldehyde with the general formula III
- R—CHO (III),
- wherein R has the meaning given above, in the presence of an acid, carbon monoxide and a metal catalyst selected from the group consisting of rhodium catalyst, iridium catalyst and ruthenium catalyst.
5 more elements
Dependencies are inferred from the claim text.