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US 11,655,265 B2Granted
Method for preparing L-glufosinate
AssigneesLier Chemical Co., Ltd., Guangan Lier Chemical Co., Ltd
InventorsYongjiang Liu, Jie Cai, Min Xu, Tingying Liu, Lei Zhou, Wei Zeng, Ke Cheng, Yingsui Yin
Life of this patent
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Abstract
Provided are a method for preparing L-glufosinate and the intermediate compounds of formula (V) and formula (III).
Claims29
A method for preparing L-glufosinate (I), wherein the method comprises the following steps:
- a) preparing a compound of Formula (III) from a compound of Formula (II), and
- b) preparing L-glufosinate from the compound of Formula (III),
- wherein:
- X is halogen;
- Y is —OR1 or —N(R2)(R3);
- R1, R2 and R3 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted alkenyl having 2-6 carbon atoms, substituted or unsubstituted alkynyl having 2-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-10 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 2-10 carbon atoms, or —Si(R4)(R5)(R6);
- R4, R5 and R6 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, or substituted or unsubstituted aryl having 6-20 carbon atoms;
- and
- substituents for the alkyl, alkenyl, alkynyl, cycloalkyl, aryl and heteroaryl groups are each independently halogen, carboxyl, amino, nitro, cyano, alkyl having 1-6 carbon atoms, aryl having 6-10 carbon atoms, or cycloalkyl having 3-10 carbon atoms.
6 more elements
A method for preparing L-glufosinate (I), wherein the method comprises a reaction of preparing the L-glufosinate (I) from a compound of Formula (III):
- wherein Y is —OR1 or —N(R2)(R3);
- R1, R2, and R3 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted alkenyl having 2-6 carbon atoms, substituted or unsubstituted alkynyl having 2-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-10 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 2-10 carbon atoms, or —Si(R4)(R5)(R6);
- R4, R5, and R6 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, or substituted or unsubstituted aryl having 6-20 carbon atoms;
- and
- substituents for the alkyl, alkenyl, alkynyl, cycloalkyl, aryl and heteroaryl groups are each independently halogen, carboxyl, amino, nitro, cyano, alkyl having 1-6 carbon atoms, aryl having 6-10 carbon atoms, or cycloalkyl having 3-10 carbon atoms.
2 more elements
A compound, wherein:
- the compound is of Formula (V),
- wherein:
- X is halogen;
- Y is —OR1 or —N(R2)(R3);
- R1, R2 and R3 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted alkenyl having 2-6 carbon atoms, substituted or unsubstituted alkynyl having 2-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-10 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 2-10 carbon atoms, or —Si(R4)(R5)(R6);
- R4, R5 and R6 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, or substituted or unsubstituted aryl having 6-20 carbon atoms;
- R7 is hydrogen, substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted alkenyl having 2-6 carbon atoms, or substituted or unsubstituted alkynyl having 2-6 carbon atoms;
- substituents for the alkyl, alkenyl, alkynyl, cycloalkyl, aryl and heteroaryl groups are each independently halogen, carboxyl, amino, nitro, cyano, alkyl having 1-6 carbon atoms, aryl having 6-10 carbon atoms, or cycloalkyl having 3-10 carbon atoms;
- or, the compound is of Formula (III),
- wherein:
- Y is —OR1 or —N(R2)(R3), provided that Y is not —OEt;
- R1, R2 and R3 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted alkenyl having 2-6 carbon atoms, substituted or unsubstituted alkynyl having 2-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-10 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 2-10 carbon atoms, or —Si(R4)(R5)(R6);
- R4, R5 and R6 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, or substituted or unsubstituted aryl having 6-20 carbon atoms;
- substituents for the alkyl, alkenyl, alkynyl, cycloalkyl, aryl and heteroaryl groups are each independently halogen, carboxyl, amino, nitro, cyano, alkyl having 1-6 carbon atoms, aryl having 6-10 carbon atoms, or cycloalkyl having 3-10 carbon atoms.
11 more elements
A method for preparing a compound of Formula (III), wherein the method comprises preparing a compound of Formula (III) from a compound of Formula (II),
- wherein:
- X is halogen;
- Y is —OR1 or —N(R2)(R3);
- R1, R2 and R3 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted alkenyl having 2-6 carbon atoms, substituted or unsubstituted alkynyl having 2-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-10 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 2-10 carbon atoms, or —Si(R4)(R5)(R6);
- R4, R5 and R6 are each independently substituted or unsubstituted alkyl having 1-6 carbon atoms, or substituted or unsubstituted aryl having 6-20 carbon atoms;
- and
- substituents for the alkyl, alkenyl, alkynyl, cycloalkyl, aryl and heteroaryl groups are each independently halogen, carboxyl, amino, nitro, cyano, alkyl having 1-6 carbon atoms, aryl having 6-10 carbon atoms, or cycloalkyl having 3-10 carbon atoms.
4 more elements
Dependencies are inferred from the claim text.