Category: 59854-12-5

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.59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, molecular weight is 160.2108, as common compound, the synthetic route is as follows.name: tert-Butyl 4-hydroxybutanoate

To a suspension of Boc-Pro-OH (9.7 g, 0.045 mol), 4-aminomethyl-N-methoxy-benzamidine (7.34 g, 0.041 mol; see step (ii) above) and dimethylaminopyridine (7.8 g, 0.064 mol) in 300 mL of acetonitrile was added EDC base (11.7 mL, 0.068 mol). The mixture was stirred for 18 h, concentrated and partitioned between water and EtOAc. The organic layer. was washed with water, aqueous sodium bicarbonate, dried (MgSO4) and evaporated. The crude product was flash chromatographed on silica gel with EtOAc. Yield: 9;73 g (63%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59854-12-5, tert-Butyl 4-hydroxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; Inghardt, Tord; Johansson, Anders; Svensson, Arne; US2004/19033; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 59854-12-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

4-Hydroxy-butyric acid t-butyl ester (12.996 g) synthesized according to the reference (J. Org. Chem. 68, 6679-6684(2003)) and imidazole (5.522 g) were dissolved in dry DMF (60 mL). After the solution was cooled with an ice bath, t-butyldimethylsilyl chloride (12.227 g) was added, and the temperature of the mixture was raised gradually to room temperature (25 to 28C). After stirring for 10 hours, hexane (150 mL) was added. The organic layer was washed three times with water (100 mL). The organic layer was washed with a half-saturated aqueous ammonium chloride solution (about 10%) (100 mL), dried over anhydrous sodium sulfate, filtered off, and the filtrate was concentrated to obtain a crude product of Compound 13 as a yellow oil (20.383 g). Out of this amount, 18.232 g was distilled under reduced pressure (bp 93C/1.0 mmHg) to obtain a colorless oil 13 (15.3 g). Physicochemical property of Compound 13 ESI (LC/MS positive mode) (M+H+)275 1H-NMR Chemical shift value delta (in deuterated chloroform): 0.05 (6H, s), 0.89 (9H, s), 1.45 (9H, s), 1.74-1.84 (2H, m), 2.29 (2H, t, J=7Hz), 3.63 (2H, t, J=7Hz)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 59854-12-5, tert-Butyl 4-hydroxybutanoate.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1857456; (2007); A1;,
Alcohol – Wikipedia,
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Related Products of 59854-12-5 , The common heterocyclic compound, 59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, 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.

Targeting tripodal tethers bearing easily removable protective groups in the side chains, we performed the synthesis of tether 10 (FIG. 13), where the malonic ester moieties are further elongated with C3 alkyl chains terminated by tert-butyl ester groups. In this case, selective hydrolysis of the ester moieties or focal deprotection (debenzylation) of the formed tris-adducts of C60 can give a facile access to structurally different derivatives. For this purpose, tert-butyl 4-hydroxybutyrate (8) was prepared (FIG. 13) and then subjected to a DCC monoesterification reaction with malonic acid to yield the mono-protected diacid 9. Three-fold esterification of trio 4 with acid 9 by using DCC and DMAP in CH2Cl2, afforded the tether 10 in 95% isolated yield.

The synthetic route of 59854-12-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hirsch, Andreas; Beuerle, Florian; Chronakis, Nikos; US2006/47167; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 59854-12-5 ,Some common heterocyclic compound, 59854-12-5, molecular formula is C8H16O3, 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.

To a solution of tert-butyl-4-hydroxybutyrate (24, 100 mg, 0.62 mmol) in EtOAc (5 mL) was added CDI (101 mg, 0.62 mmol) and the reaction mixture was stirred for 3 h. Amine hydrochloride 20 (285 mg, 0.62 mmol) was added to the reaction mixture and the reaction was refluxed for 22 h. Upon cooling to rt the solvent was evaporated and the resultant residue was purified by column chromatography (silica-gel, gradient 10-20% EtOAc in petroleum ether) to afford impure ter/-butylester 25 (140 mg) as yellow oil: 1H NMR (CDCl3, 400 MHz) delta 8.36 (d , J = 8.8 Hz, 2H), 7.96 (d, J= 8.8 Hz, 2H), 7.34-7.22 (m, 5H), 4.77-4.76 (m, IH), 4.03-3.97 (m, 2H), 3.85-3.82 (m, IH), 3.20-3.17 (m, 2H), 3.02-2.87 (m, 2H), 2.38-2.34 (m, 2H), 2.24-2.18 (m, 2H), 1.89-1.82 (m, 3H), 1.46 (s, 9H), 0.91-0.87 (m, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59854-12-5, its application will become more common.

Reference:
Patent; AMPLYX PHARMACEUTICALS, INC.; MUTZ, Mitchell; BARR, Kenneth, J.; GESTWICKI, Jason; WO2010/77317; (2010); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 59854-12-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of tert-butyl 4-hydroxybutanoate (56 mg, 0.35 mmol) in 1 mL DCM was added DMP (273 mg, 0.64 mmol, 1.8 eq) and the solution was stirred for 2 h at rt. The reaction mixture was diluted with DCM and washed 3X with 10% sodium thiosulfate solution and once with saturated sodium bicarbonate solution to yield 30 mg crude tert-butyl 4- oxobutanoate (54% crude yield). Crude free-base norheroin 2 (25 mg, 0.07 mmol) was dissolved in 4 mL of dry 1,2-dichloroethane, followed by the addition of crude ferf-butyl 4- oxobutanoate (30 mg, 0.19 mmol, 2.7 eq) and NaBH(OAc)3(22 mg, 0.11 mmol, 1.5 equiv). The reaction solution was allowed to stir for 2 h. The reaction mixture was diluted with DCM and washed twice with saturated sodium bicarbonate solution. Purification proceeded via preparative TLC using 5% MeOH in EtOAc as an eluent to yield 4.3 mg of 9 (12% yield).

According to the analysis of related databases, 59854-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; JANDA, Kim, D.; (41 pag.)WO2019/94528; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts