Category: 10488-69-4

Reference of 10488-69-4 ,Some common heterocyclic compound, 10488-69-4, molecular formula is C6H11ClO3, 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.

Example 14: Preparation of Ethyl (R)-4-CYANO-3-HYDROXYYRATE FROM ETHYL (S)-4-CHLORO-3- hydroxybutyrate To a 250 mL vessel connected to an automatic titrater by a pH electrode and a feeding tube for addition of base (7.5 M NaOH) was charged water (83.5 mL) and 0.7 g of halohydrin dehalogenase SEQ ID NO: 24. The mixture was stirred for 30 minutes. The titrater was activated and set to maintain pH 7. Then, 25percent aqueous HCN (9.26 ml, 8.6 g) was charged over 20 minute to make A 2.3percent HCN solution. The mixture was heated at 40 °C for 10 minutes, then ethyl (S) -4-chloro-3-hydroxybutyrate (5 g) was charged over 1 hour. The automatic titrater maintained the pH at 7 by the addition of 2M NaOH. After 20 hrs, GC analysis of a butyl acetate extract of a reaction sample showed the conversion of the ethyl (S)-4-CHLORO-3-HYDROXYBUTYRATE to ethyl (R)-4-CYANO-3-HYDROXYBUTYRATE was 95percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10488-69-4, its application will become more common.

Reference:
Patent; CODEXIS, INC.; WO2005/18579; (2005); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, 10488-69-4, blongs to alcohols-buliding-blocks compound. Formula: C6H11ClO3

Preparation of (S) 6-chloro-5~hydroxy-N,N-diisopropyl-3-oxo hexanamide(Formula-12a) N-N-diisopropylacetamide (70 grams) added to a solution of 3500 ml of 1 molarLiHMDS solution, 650 ml of tetrahydrofuran at -50 to -700C. Stirred the reaction mixture for 25 minutes at -70 to -750C. Added 185 gram of ethyl-4-chloro-3 -hydroxy butanoate at -73 to -75¡ãC. Stirred the reaction for 1 hour at -48 to -45¡ãC. Quenched the reaction mixture with chilled water followed by hydrochloric acid solution. Separated the organic and inorganic phases. Washed the organic layer with 10percent sodium bicarbonate solution. Dried the organic layer using sodium sulfate and distilled the solvent completely under reduced pressure. Purified the residue in petroleum ether to get the title compound of formula- 12. Yield: 240 grams

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10488-69-4, its application will become more common.

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; SAHADEVA REDDY, Maramreddy; WO2008/44243; (2008); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, Recommanded Product: 10488-69-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: 10488-69-4

Example 21 : pH profiles of enzymatic and nonenzymatic test reactions of ethyl 4-chloro- 3-hydroxybutyrate with cyanide Aqueous solutions containing 25 MG/ML sodium cyanide were prepared at pH 5.0, 6.0, 7.0, 7.5, 8. 0, 8. 5, and 9.0 by the addition of 85percent phosphoric acid while monitoring with pH meter. 5 mL of each solution was charged to a SEPARATE 20 ML screw cap vial. Halohydrin dehalogenase SEQ ID NO: 38 (20 mg) was added to each vial, followed by ethyl (S)-4-chloro-3-hydroxybutyrate (50 mg, 0.30 mmoles). For nonenzymatic reactions experiments, the procedure was identical with the exception that the enzyme was omitted. The vials were capped and heated in an oil bath at 55 ¡ãC for 3 hrs, then removed and cooled to room temperature. A 0.4 mL sample of each reaction mixture was extracted with 1 mL butyl acetate and the extracts were analyzed by gas chromatography. The analyzed amounts of substrate and products in each vial are given in Table I, and graphed vs. pH in Figure 1. IN BOTH, CHLOROHYDRIN means ethyl (S)-4-chloro-3- hydroxybutyrate, cyanohydrin means ethyl (R)-4-CYANO-3-HYDROXYBUTYRATE, and crotonate means ethyl 4-hydroxycrotonate. In the Table, ND means not detected. Table I : Millimoles CHLOROHYDRIN, cyanohydrin and crotonate by-product analyzed in test reactions with and without HALOHYDHN dehalogenase. See Example 21 without halohydrin dehalogenase with halohydrin dehalogenase mmol mmol mmol mmol mmol mmol PH chlorohydrin cyanohydrin crotonate chlorohydrin cyanohydrin crotonate 5.0 0. 33 ND ND 0. 27 ND ND 6. 0 0. 29 ND ND 0. 07 0. 20 ND 7. 0 0. 30 ND ND 0. 01 0. 28 ND 7.5 0.3 ND ND 0. 004 0. 30 ND 8. 0 0.30 0.01 ND 0.002 0.29 ND 8. 5 0. 21 0. 05 0. 001 0. 001 0. 24 ND 9. 0 0.11 0.10 0.002 0.001 0.21 ND The pHs of the final test reaction mixtures were remeasured. For the mixtures including halohydrin dehalogenase with initial pHs of 7 or above (being the mixtures in which near complete conversion of the CHLOROHYDRIN to the cyanohydrin occurred, the final mixture pHs were 0.4 to 0.6 pH units below the initial pHs. The other mixtures showed much lesser changes in pH from their initial values. These data show that under these reaction conditions and time, no measurable nonenzymatic reaction of the ethyl 4-CHLORO-3-HYDROXYBUTYRATE with cyanide occurred at any tested pH less than 8. At pH 8 and above, increasing nonenzymatic reaction with cyanide to form ethyl 4-cyano-3-hydroxybutyrate occurred with increasing pH and was accompanied by increasing formation of ethyl 4-hydroxycrotonate by-product. In contrast, the enzymatic reaction with halohydrin dehalogenase occurred at all the tested pH’s greater than 5 and with no detectable formation of ethyl 4-hydroxycrotonate at any tested pH. Additionally, for both enzymatic and nonenzymatic test reactions at pH greater than 8, the mole total of the GC- analyzed products decreased from the initial 0.30 MMOLES provided (as ethyl 4-chloro-3- hydroxybutyrate reactant) indicating the increasing formation of non-analyzable by-products with increasing pH greater than 8. It was separately established that the ester group of the reactant and product are increasingly HYDROLYZED to carboxylic acid groups at pHs greater than 8 and that the resulting carboxylic acids are not extracted in to the extracts of reaction mixture samples that are analyzed by GC. See Example 22.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; CODEXIS, INC.; WO2005/18579; (2005); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, COA of Formula: C6H11ClO3, blongs to alcohols-buliding-blocks compound. COA of Formula: C6H11ClO3

EXAMPLE 1 Preparation of (S)-3-Hydroxy-gamma-butyrolactone To 500 g (3 mol) of ethyl (S)-4-chloro-3-hydroxybutyrate (produced by Takasago International Corporation; purity: 98percent; optical purity: 93percent ee) was added 1 l of 0.5N hydrochloric acid, and the solution was heated under reflux for 2 hours. After cooling, the reaction solution was neutralized with a 50percent aqueous solution of sodium hydroxide, and water was evaporated under reduced pressure. To the residual mixture of crystals and an oily substance was added 500 ml of ethyl acetate, followed by stirring. The crystals were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was distilled under reduced pressure to give 232 g of the title compound as a colorless substance (purity: 99percent; yield: 75percent). Boiling point: 140¡ã C./1 mmHg Optical rotation: [alpha]D24 =-79.53¡ã (c=2.07, ethanol) 1 H-NMR (CDCl3) delta ppm: 2.51 (1H, d, J=18 Hz), 2.76 (1H, dd, J=6, 18 Hz), 3.71 (1H, brs, OH), 4.31 (1H, d, J=10.3 Hz), 4.42 (1H, dd, J=4.4, 14.7 Hz), 4.65-4.69 (1H, m, CH–OH)

The synthetic route of 10488-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takasago International Corporation; US5780649; (1998); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 10488-69-4, Adding some certain compound to certain chemical reactions, such as: 10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate,molecular formula is C6H11ClO3, 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 10488-69-4.

A solution of 8.26 g of glycine, 12.2 g of sodium carbonate, 0.85 g of catalyst 1,5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) was added to 200 mL of tetrahydrofuran and stirred at 40-50 ¡ã C ,16.7 g (100 mol) of ethyl (S) -3-hydroxy-4-chlorobutyrate dissolved in 50 mL of tetrahydrofuran was slowly added,After dripping,After maintaining the reaction at 48 ¡ã C for 0.5 hour,The temperature was raised to 77 ¡ã C to continue the reaction for 5 hours,After completion of the reaction, the reaction solution was cooled to room temperature,Filter out insoluble matter,Vacuum recovery of most of the organic solvent recovery,Add water to the residue,Sodium hydroxide solution to adjust the reaction solution pH to 8.5,Extracted with ethyl acetate,Water dilute hydrochloric acid to adjust the pH to 1.6,Ethyl acetate extraction,Dried and concentrated to 14.9 g of a white solid (S) -4-hydroxy-2-oxo-1-pyrrolidine acetic acid,Yield 93.6percent (calculated as ethyl (S) -3-hydroxy-4-chlorobutyric acid ethyl ester)HPLC purity 95.80percent (area normalization).

According to the analysis of related databases, 10488-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Murderson Biopharmaceutical Co., LTd.; Li, Zhongjun; Han, Bo; Niu, Huaying; Liu, Fanlei; (10 pag.)CN106397294; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 10488-69-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate, molecular formula is C6H11ClO3, molecular weight is 166.6, as common compound, the synthetic route is as follows.

Example 5; [68] 41.0 g (1.084 mol) of sodium borohydride and 200 g (1.205 mol, 99.3percent ee) of ethyl (S)-4-chloro-3-hydroxybutyrate were dissolved in 400 g of tetrahydrofuran, and 34.7 g (1.084 mol) of methanol was added dropwise at room temperature for 1 hour. After stirring at room temperature for 10 hours, the reaction mixture was cooled below 1O0C. Then, after adding 122 g of 36percent HCl dropwise, the solvent was removed by distillation under reduced pressure below 4O0C. Using 550 mL of methanol, concentration under reduced pressure was performed for 3 times below 4O0C. 550 mL of di- chloromethane and 20 g of Na2SO4 were added to the resultant residue, and stirring was performed for 30 minutes. After filtering off solid inorganic materials and removing the solvent under reduced pressure, 144 g of (S)-4-chloro-l,3-butanediol was obtained as oil (yield = 96percent).

The chemical industry reduces the impact on the environment during synthesis 10488-69-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; RSTECH CORPORATION; WO2008/93955; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 10488-69-4, Adding some certain compound to certain chemical reactions, such as: 10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate,molecular formula is C6H11ClO3, 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 10488-69-4.

Example 7; [72] 41.0 g (1.084 mol) of sodium borohydride and 200 g (1.205 mol, 99.3percent ee) of ethyl (S)-4-chloro-3-hydroxybutyrate were dissolved in 400 g of isopropanol, and 34.7 g (1.084 mol) of methanol was added dropwise at room temperature for 1 hour. After stirring at room temperature for 12 hours, the reaction mixture was cooled below 1O0C. Then, after adding 122 g of 36percent HCl dropwise, the solvent was removed by distillation under reduced pressure below 4O0C. Using 500 mL of methanol, concentration under reduced pressure was performed for 3 times below 4O0C. Stirring was performed after adding 550 mL of isopropanol to the resultant residue. After filtering off solid inorganic materials, 147 g of (S)-4-chloro-l,3-butanediol was obtained as oil (yield = 98percent).

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. 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RSTECH CORPORATION; WO2008/93955; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts