Category: 5616-81-9

Electric Literature of 5616-81-9, 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. 5616-81-9 name is tert-Butyl 2-(methylamino)acetate, This 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 alkylaminosulphonylphenylmethyl bromide (50 mg, 0.142 mmol) in DMF (5 mL) was added tert-butyl sarcosine (75 mg, 0.4 mmol) and cesium carbonate (100 mg, 0.28 mmol). The reaction was allowed to stir at room temperature overnight before it was poured into water and extracted with CH2CL2. The organic layer was washed with brine, dried over MGS04 and the solvent was removed in vacuo. Eluting through a solid phase extraction tube (5G) with 5% ethyl acetate/hexanes afforded the product (21 mg, 36%) 1H-NMR (CDC13) 8 : 7.93 (s, 1H) 7.52 (d, 1H), 7.47 (d, 1H) 3.88 (s, 2H), 3.24 (s, 2H), 2.99 (t, 4H), 2.42 (s, 3H), 1.53-1. 61 (m, 4H), 1.45 (s, 9H), 1.39-1. 42 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-(methylamino)acetate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA; NPS PHARMACEUTICALS, INC.; WO2004/92135; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 5616-81-9, A common heterocyclic compound, 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, molecular formula is C7H15NO2, 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.

R2 H R = ISOBUTYL] R”= 9-fluorenylmethyl Sarcosine tert-butyl ester (500 mg, 3.7 mmol), triethylamine (0.3 ml) and N-Fmoc-leucine (1.4 g, 4 mmol) and PyBrop (1.75 g, 3.7 mmol) were added to dichloromethane (16 ml) in a 50 mL round bottomed flask with a magnetic stirring. The reaction mixture was left to stir at room temperature for 2.5 hours under an atmosphere of nitrogen. The solution was washed with dilute citric acid solution, sodium bicarbonate solution, brine, dried (MgSO4), filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography on silica eluting with [30%] ethyl acetate-hexane to produce the dipeptide as a white solid (440 mg, [40%). 1H] NMR [(300MHZ,] CDC13) [57.] 67-7.19 (8H, m, ArH), 5.82-5. 79 (1H, m, NH), 4.70-4. 50 (3H, m, [NCH2] and a-CH), 4.07-3. 58 (3H, m, CHCH2), 3.06-2. 91 (3H, m, NCH3), 1.90-0. 84 [18H, m, [CH2CH (CH3)] 2 and tBu]. 13C NMR (75MHz, [CDC13)] [5173.] 77, 172.03, 156.09, 143.57, 143.37, 140.90, 127.33, 126.71, 124.85, 119.59, 66.72, 49.51, 48.96, 46.78, 41.29, 36.17, 24.20, 23.00, 21.27.

The synthetic route of 5616-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UBIQUITOUS TECHNOLOGIES PTY LTD; WO2004/7427; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5616-81-9, name is tert-Butyl 2-(methylamino)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl 2-(methylamino)acetate

A mixture of 2-chloromethyl-8-nitropyridine, (10 mmol), sarcosine t-butyl ester (11 mmol) and finely ground anhydrous potassium carbonate (30 mmol) in ethylene glycol dimethyl ether (DME) (20 mL) is heated under reflux for 8 hours. The reaction mixture is filtered hot and solid is washed with 30 mL of DME. The filtrate is evaporated in vacuo and the crude product is purified by recrystallization or chromatography to give 2-(N-methyl-N-t-butoxycarbonylmethyl)methyl-8-nitroquinoline.

The synthetic route of 5616-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bioflexis, LLC; US2006/94755; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 5616-81-9

Example 14 tert-butyl 2-((chlorocarbonyl)(methyl)amino)acetate (12) A solution of sarcosine tert-butyl ester hydrochloride 11 (4.214 g, 23.20 mmol) in CH2Cl2 (40 mL) was shaken with saturated NaHCO3 in a separatory funnel. The organic phase was dried over MgSO4 and concentrated to a clear oil (2.298 g, 68% yield). A solution of phosgene in toluene (20%, 10.9 mL, 23.75 mmol) was cooled to -25 C., and a solution of sarcosine tert-butyl ester (2.298 g, 15.78 mmol) and DIEA (5.5 mL, 31.66 mmol) in CH2Cl2 (10 mL) was introduced in a dropwise fashion. The solution was allowed to warm to rt over 1 hr, and was then washed with 1N HCl (50 mL) and EtOAc sufficient to form two layers was added. The organic phase was washed with water, then brine, and dried over MgSO4. This solution was used without further manipulation.

According to the analysis of related databases, 5616-81-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wood, Richard Delarey; McLeod, Rima; Mui, Ernest; Fomovska, Alina; Welsh, William; US2013/324555; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, 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. Formula: C7H15NO2

Bromoacetyl bromide (3.56 g, 17.6 mmol,1.55 ml, 1.5 equivalent), dry CH2C12 (50 ml) and K3P04 (6.41 g, 30.2 mmol, 2.5 equ.) was mixed in a flask of 250 ml under N2 atmosphere. Sarcosine tert-butyl ester (1.7 g, 11.7 mmol, 1.0 equivalent) was dissolved in dry CH2C12 (20 ml) and was added dropwise to dichloromethane solution of bromoacetyl bromide at 0 C in 30 minutes, then the reaction mixture was stirred for additional 12 hours at room temperature under N2 atmosphere before the aqueous HC1 solution (0.5 M, 30 ml) was added to the reaction mixture. After the addition of RC1 solution, the reaction mixture was stirred for additional 5 minutes, then the two phases were separated using a separatory funnel. The aqueous phase was washed with CH2C12 (1 x 15 ml) and then the unified organic phases were washed with KHCO3 solution (2 x 30 ml, 10 mlm%) and saturated NaC1 solution(1 x 30 ml). The organic phase was dried with MgSO4, then dichioromethane was evaporated at reduced pressure, and the crude product was stored at -20 C until further use. Yield: 2.01 g (65%). ?H NMR [360 MHz, CDCl3] oe 1.6 (9H, s, CR3) 2.8 (3H, s, CR3), 4.01 (2H, s, CH2), 4.4 (2H, s, CR2)

The synthetic route of tert-Butyl 2-(methylamino)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DEBRECENI EGYETEM; BOTAR, Richard; GARDA, Zoltan; FODOR, Tamas; KALMAN, Ferenc Krisztian; NAGY, Viktoria; TIRCSO, Gyula; TOTH, Imre; (44 pag.)WO2017/89847; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 5616-81-9, A common heterocyclic compound, 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, molecular formula is C7H15NO2, 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.

Sarcosine tert-butylester (0.7 ml, 4.50 mmol) was added to perchlorate 3b(0.1 g, 0.27 mmol), and the mixture heated under reflux for 30 min. The color of the mixture turns from yellow to cherryred,then turns brown. The mixture was cooled, poured into2 (20 ml), and the formed emulsion extracted withEtOAc (2¡Á10 ml). The organic extract was evaporated, theresidue extracted several times with petroleum ether, andthe extract evaporated. The obtained tert-butyl (2-{(methyl)-[6-cyano-7-methyl-2-(4-methylphenyl)indolizin-5-yl]-amino})acetate (2c) was recrystallized from EtOH. Yield 20 mg (20%), yellow crystals.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Babaev, Eugene V.; Nevskaya, Aleksandra A.; Dlynnikh, Ilya V.; Chemistry of Heterocyclic Compounds; vol. 51; 3; (2015); p. 269 – 274; Khim. Geterotsikl. Soedin.; vol. 51; 3; (2015); p. 269 – 274,6;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

5616-81-9, The chemical industry reduces the impact on the environment during synthesis 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, I believe this compound will play a more active role in future production and life.

To a solution of methyl-4-formyl benzoate (2.0 g, 12.2 mmol) and sarcosine /er/-butyl ester (2.7 g, 14.6 mmol) in 1 ,2-dichloroethane (60 mL) was added 10 drops of glacial acetic acid followed by sodium triacetoxy borohydride (5.6 g, 26.8 mmol). The reaction mixture was heated to 60C and stirred at this temperature for 20 hours. The solution was poured into aqueous saturated NaHCO3 and extracted twice with EtOAc. The combined organic phases were dried (MgSO4), filtered and concentrated in vacuo to afford 1.32 g of the desired product that was used without further purification: 1H NMR (400 MHz, cfe-DMSO) delta 7.91 (d, J= 8.0 Hz, 2H), 7.44 (d, J= 8.0 Hz, 2H), 3.83 (s, 3H), 3.69 (s, 2H), 3.18 (s, 2H), 2.23 (s, 3H), 1.42 (s, 9H); ESI+ MS: m/z (rel intensity) 294 (40, M+H).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 2-(methylamino)acetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; METASTATIX, INC.; WO2008/109154; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, This compound has unique chemical properties. The synthetic route is as follows., 5616-81-9

Synthesis of (25,4a5,6a5,6bR, 8aR, 1OS,1 2a5, 1 2bR, 1 4bR)-Benzhydryl 1 O-(3 -((2-tert-butoxy-2- oxoethyl)(methyl)amino)-2-hydroxypropoxy)-2,4a,6a,6b,9,9, 1 2a-heptamethyl- 13 -oxo- 1,2,3 ,4,4a, 5,6,6a,6b,7,8,8a,9,1O,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate (95-1). A solution of 82-2 (40 mg, 0.058 mmol) and tert-butyl sarcosine (46 mg, 0.32 mmol) in THF (0.50 mL) and water (0.10 mL) was heated at 65C for 5 hours. The reaction was concentrated to drynessand purified by flash chromatography (4g 5i02, 0-5% MeOHIDCM) to give the title compound (47 mg).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ARDELYX, INC.; LUEHR, Gary; DRAGOLI, Dean; LEADBETTER, Michael; CHEN, Tao; LEWIS, Jason; (181 pag.)WO2019/60051; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, molecular formula is C7H15NO2, 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. 5616-81-9

B. Synthesis of Intermediate B5 Intermediate B5 was synthesized using the method reported in Bioorganic & Medicinal Chemistry Letters 2008, 18, 3902-3905, with modifications as shown in the above scheme. Observed ESI HRMS: m/z 992.3193 [M+H]+. The 1H NMR spectrum of B5 is shown in FIG. 42a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5616-81-9, its application will become more common.

Reference:
Patent; Sirenas LLC; MACHERLA, Venkat Rami Reddy; SCHAMMEL, Alexander Wayne; USUI, Ippei; STOUT, Elizabeth Paige; BEVERAGE, Jacob Neal; LEE, Bryan Junn; COHEN, Steven Bruce; (304 pag.)US2017/15710; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics