A process for preparing l-glufosinate from cyanhydrine or cyanhydrine derivatives
AssigneeBASF SE
InventorsGunther Zimmermann, Moritz Stefan Pott, Michael Breuer
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AssigneeBASF SE
InventorsGunther Zimmermann, Moritz Stefan Pott, Michael Breuer
Estimating the term…
A process for preparing L-glufosinate and/or a salt thereof or an L-glufosinate alkyl ester and/or a salt thereof, wherein the L-glufosinate or the L-glufosinate alkyl ester have a molecular structure according to formula (I) wherein R1 is H or C1-C8 alkyl, wherein the process comprises the step of reacting the following components in at least one reaction step: (1) a cyanhydrine or cyanhydrine derivative according to formula (II) wherein R1 is H or C1-C8 alkyl, and R2 is H, C1-C8 alkyl, C6-C10 aryl, C7-C10 aralkyl, C4-C10 cycloalkyl, or C1-C10 acyl; (2) a source of ammonia; (3) a source of carbon dioxide; and (4) at least two enzymes.
A process for preparing L-glufosinate and/or a salt thereof or an L-glufosinate alkyl ester and/or a salt thereof, wherein the L-glufosinate or the L-glufosinate alkyl ester have a molecular structure according to formula (I):
The process according to any of the preceding claims, wherein the cyanhydrine is prepared by the reaction of an aldehyde and cyanide, preferably hydrogen cyanide or potassium cyanide, and wherein the aldehyde has a molecular structure according to formula (III):
The process according to any of the preceding claims, wherein R1 is C1-C8 alkyl, preferably C1-C6 alkyl, more preferably C2-C4 alkyl, even more preferably ethyl or butyl, and most preferably ethyl.
The process according to any of the preceding claims, wherein the source of ammonia is selected from the list consisting of gaseous ammonia, solubilized ammonia, an ammonium salt, or mixtures thereof.
The process according to any of the preceding claims, wherein the source of carbon dioxide is gaseous carbon dioxide, solubilized carbon dioxide, a carbonate salt, or mixtures thereof.
The process according to any of the preceding claims, wherein the cyanhydrine or cyanhydrine derivative is a cyanhydrine derivative according to formula (IV):
The process according to any of the preceding claims, wherein the L-glufosinate and/or the salt thereof or the L-glufosinate alkyl ester and/or the salt thereof are prepared in enantiomeric excess, preferably in an enantiomeric excess of more than 85%, more preferably more than 90%, even more preferably more than 95%, and most preferably more than 99%.
The process according to any of the preceding claims, wherein the amidohydrolase acting on cyclic amides (EC 3.5.2) is an L-amidohydrolase acting on cyclic amides (EC 3.5.2).
The process according to any of the preceding claims, wherein the L-amidohydrolase acting on cyclic amides (EC 3.5.2) is selected from the group of enzymes identified by their Uniprot ID or NCBI ID (the latter being indicated by an “*” at the beginning of the ID) consisting of O69809 and variants thereof, Q846U5_9BACL and variants thereof, P81006 and variants thereof, Q84FR6_9MICC and variants thereof, Q56S49_9BACI and variants thereof, A1E351_9BACI and variants thereof, Q28SA7 and variants thereof, Q45515 and variants thereof, A0A399DRQ3_9DEIN and variants thereof, Q55DL0 and variants thereof, F7X5M8_SINMM and variants thereof, Q91676 and variants thereof, Q44184 and variants thereof, B5L363 and variants thereof, P42084 and variants thereof, P25995 and variants thereof, Q3Z354 and variants thereof, B1XEG2 and variants thereof, Q9F465_PAEAU and variants thereof, A0A161KD37_9CHLR and variants thereof, A0A1J4XHR4_9BACT and variants thereof, A0A1C4QIY5_9ACTN and variants thereof, A0A0K2UMP4_LEPSM and variants thereof, A0A159Z531_9RHOB and variants thereof, E1R8C9_SEDSS and variants thereof, A0A1F9 QT17_9BACT and variants thereof, A0A0D8IVV8_9FIRM and variants thereof, A0A0B5QKE4_CLOBE and variants thereof, A0A0N1GBZ8_9ACTN and variants thereof, A0A174ADZ3_9FIRM and variants thereof, U7V9Q6_9FUSO and variants thereof, A0A0J1FAI4_9FIRM and variants thereof, PHYDA_ECOK1 and variants thereof, A0A0S8H576_9BACT and variants thereof, A0A1J4J4Y8_9EUKA and variants thereof, A0A0D5NFS5_9BACL and variants thereof, A0A0D5NNJ7_9BACL and variants thereof, A0A1H2AV66_9BACL and variants thereof, A0A0Q4RXY0_9BACL and variants thereof, A0A0Q7SB75_9BACL and variants thereof, A0A100VRN2_PAEAM and variants thereof, W4BDJ0_9BACL and variants thereof, A0A1J5E082_9DELT and variants thereof, A0A1H5ZFN3_9BACT and variants thereof, A0A1F8NMM2_9CHLR and variants thereof, A0A1F8SDV1_9CHLR and variants thereof, A0A1H1PLX0_9BACT and variants thereof, A0A0Q518X4_9DEIO and variants thereof, *WP_046170519.1 and variants thereof, *WP_023514195.1 and variants thereof, *WP_023516147.1 and variants thereof, and *ANZ15483.1, wherein variants are defined as polypeptide sequences with at least 80%, preferably 90%, and most preferably 95%, sequence identity to the respective polypeptide sequence, preferably are selected from the group of enzymes identified by their Uniprot ID or NCBI ID (the latter being indicated by an “*” at the beginning of the ID) consisting of Q45515 and variants thereof, Q44184 and variants thereof, P81006 and variants thereof, A0A1C4QIY5_9ACTN and variants thereof, A0A0K2UMP4_LEPSM and variants thereof, *WP_046170519.1 and variants thereof, A0A159Z531_9RHOB and variants thereof, and E1R8C9_SEDSS, and variants thereof, wherein variants are defined as polypeptide sequences with at least 80%, preferably 90%, and most preferably 95%, sequence identity to the respective polypeptide sequence.
The process according to any of the preceding claims, wherein the L-Amidohydrolase acting on linear amides (EC 3.5.1) is selected from the group of enzymes identified by their Uniprot ID consisting of A0A0K9YX84_9BACL and variants thereof, E3HUL6_ACHXA and variants thereof, A0A4D7Q548_GEOKU and variants thereof, Q9F464 and variants thereof, A0A2S9D976_9MICC and variants thereof, A0A3E0C996_9BURK and variants thereof, A0A535Y1H2_UNCCH and variants thereof, A0A6P2ISL4_BURL3 and variants thereof, A0A1Y4GC62_9BACT and variants thereof, wherein variants are defined as polypeptide sequences with at least 80%, preferably 90%, and most preferably 95%, sequence identity to the respective polypeptide sequence, preferably are selected from the group of enzymes identified by their Uniprot ID consisting of A0A3E0C996_9BURK and variants thereof, A0A535Y1H2_UNCCH and variants thereof, A0A6P2ISL4_BURL3 and variants thereof, A0A1Y4GC62_9BACT wherein variants are defined as polypeptide sequences with at least 80%, preferably 90%, and most preferably 95%, sequence identity to the respective polypeptide sequence.
A composition comprising a cyanhydrine or cyanhydrine derivative according to formula (II):
A method for selectively controlling weeds in an area, preferably containing a crop of planted seeds or crops that are resistant to glufosinate, comprising:
Dependencies are inferred from the claim text.