Category: 349-43-9

349-43-9, A common heterocyclic compound, 349-43-9, name is Ethyl 2-fluoropropionate, molecular formula is C5H9FO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

LDA (2.0 M, 36 mL) was added to the solution of ethyl 2- fluoropropanate (7.23 g) and acetaldehyde (13.5 mL) in ether (100 mL) at-78 °C. After the addition finished the reaction flask was kept in ice bath and gradually warm to room temperature. The reaction was quenched with aqueous ammonium chloride after overnight stirring. The aqueous phase was extracted with ether and the combined organic phase was dried over sodium sulfate. The solvent was stripped off and the residue was distilled in vacuo to give 541-YJ-97 (4.22 g).

The synthetic route of 349-43-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI CO. LTD.; WO2003/76424; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 349-43-9,Some common heterocyclic compound, 349-43-9, name is Ethyl 2-fluoropropionate, molecular formula is C5H9FO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Syntheses of the intermediate sulfinamide esters A3.3 and A3.4A3.3 A3.4 In a dry apparatus under an inert atmosphere a solution of diisopropylamine (3.35 g, 101 mmol) in tetrahydrofuran (25 ml) was treated with n-butyl lithium (1.6M in hexane, 20.7 ml). The solution was stirred at -7 °C for 40 minutes. Thereafter, the solution was cooled to -75 °C and a solution of ethyl 2-fluoropropanoate (3.98 g, 33.2 mmol) in tetrahydrofuran (5 ml) was added dropwise. After 40 minutes a solution of chlorotitanium triisopropoxide (8.64 g, 33.2 mmol) in tetrahydrofuran (15 ml) was slowly added dropwise. After 40 minutes at -72 °C to the orange colored solution was added dropwise a solution of (R)-2-methyl-propane-2-sulfinic acid [l-(2-fluorophenyl)-(E)-ethylidene] -amide (intermediate A2.1) (4.0 g, 16.6 mmol) in tetrahydrofuran (5 ml). Stirring was continued at -72 °C for 4 hours, then the reaction mixture was kept at -20 °C for 17 hours. For the workup, the reaction mixture was quenched with an aqueous solution of ammonium chloride (13percent, 100 ml). The precipitate formed was diluted with water and the resulting mixture extracted three times with ethyl acetate. The organic layers were washed with brine, then combined, dried and evaporated at reduced pressure. Purification of the crude product by chromatography on silica gel using a 5:2-mixture auf heptane and ethyl acetate as the eluent yielded a l :2-mixture of the (2S,3R)-2-fluoro-3-(2-fluoro-phenyl)-2-methyl-3- ((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester (A3.3) and (2R,3R)-2-Fluoro-3- (2-fluoro-phenyl)-2-methyl-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester (A3.4) (4.43 g, 74percent) as a light yellow oil. MS (ISP): m/z = 362.2 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-fluoropropionate, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; SIENA BIOTECH S.P.A; HILPERT, Hans; WOSTL, Wolfgang; WO2012/139993; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 349-43-9, name is Ethyl 2-fluoropropionate, molecular formula is C5H9FO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 349-43-9

Syntheses of the Intermediate Sulfinamide Esters A3.3 and A3.4In a dry apparatus under an inert atmosphere a solution of diisopropylamine (3.35 g, 101 mmol) in tetrahydrofuran (25 ml) was treated with n-butyl lithium (1.6M in hexane, 20.7 ml). The solution was stirred at -7¡ã C. for 40 minutes. Thereafter, the solution was cooled to -75¡ã C. and a solution of ethyl 2-fluoropropanoate (3.98 g, 33.2 mmol) in tetrahydrofuran (5 ml) was added dropwise. After 40 minutes a solution of chlorotitanium triisopropoxide (8.64 g, 33.2 mmol) in tetrahydrofuran (15 ml) was slowly added dropwise. After 40 minutes at -72¡ã C. to the orange colored solution was added dropwise a solution of (R)-2-methyl-propane-2-sulfinic acid [1-(2-fluorophenyl)-(E)-ethylidene]-amide (intermediate A2.1) (4.0 g, 16.6 mmol) in tetrahydrofuran (5 ml). Stiffing was continued at -72¡ã C. for 4 hours, then the reaction mixture was kept at -20¡ã C. for 17 hours. For the workup, the reaction mixture was quenched with an aqueous solution of ammonium chloride (13percent, 100 ml). The precipitate formed was diluted with water and the resulting mixture extracted three times with ethyl acetate. The organic layers were washed with brine, then combined, dried and evaporated at reduced pressure. Purification of the crude product by chromatography on silica gel using a 5:2-mixture auf heptane and ethyl acetate as the eluent yielded a 1:2-mixture of the (2S,3R)-2-fluoro-3-(2-fluoro-phenyl)-2-methyl-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester (A3.3) and (2R,3R)-2-Fluoro-3-(2-fluoro-phenyl)-2-methyl-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester (A3.4) (4.43 g, 74percent) as a light yellow oil. MS (ISP): m/z=362.2 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 349-43-9, its application will become more common.

Reference:
Patent; Hilpert, Hans; Wostl, Wolfgang; US2012/258962; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

349-43-9, A common heterocyclic compound, 349-43-9, name is Ethyl 2-fluoropropionate, molecular formula is C5H9FO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

LDA (2.0 M, 36 mL) was added to the solution of ethyl 2- fluoropropanate (7.23 g) and acetaldehyde (13.5 mL) in ether (100 mL) at-78 ¡ãC. After the addition finished the reaction flask was kept in ice bath and gradually warm to room temperature. The reaction was quenched with aqueous ammonium chloride after overnight stirring. The aqueous phase was extracted with ether and the combined organic phase was dried over sodium sulfate. The solvent was stripped off and the residue was distilled in vacuo to give 541-YJ-97 (4.22 g).

The synthetic route of 349-43-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI CO. LTD.; WO2003/76424; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 349-43-9, name is Ethyl 2-fluoropropionate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 349-43-9, 349-43-9

Add 12.0 g (0.1 mol) to a 250 ml four-necked flask with a condenserEthyl 2-fluoropropionate,240g of carbon tetrachloride,24.0 g (0.15 mol) of bromine,20.2 g (0.15 mol) of sulfuryl chloride,0.6g azoisobutyronitrile,StirThe reaction was carried out by heating to 70 ¡ãC.After 10 h, the conversion of methyl 2-fluoropropionate was 98.2percent.The selectivity to ethyl 2-fluoro-2-bromopropionate was 88.4percent.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Ethyl 2-fluoropropionate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Juhua Group Technology Center; Ye Lifeng; Wang Shuhua; (5 pag.)CN104892409; (2018); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics