Category: 85363-04-8

85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 85363-04-8

Description 22: (N-Hvdroxvcarbamimidovlmethvl) carbamic acid ter-butyl ester To a solution of N- (tert-butoxycarbonyl)-2-aminoacetonitrile (20. 0g) in absolute ethanol (200moi) was added a solution of hydroxylamine (9. 0g) and potassium carbonate (17. 6g) in water (50ml). The solution was heated to reflux for 2 days. The absolute ethanol was removed in vacuo and the aqueous residue extracted with ethyl acetate. The solvent was partially removed in vacuo until a precipitate formed. The suspension was cooled and filtered. The residue was washed with ethyl acetate to give the title compound as a white solid (12. 84g). Thermospray Mass Spectrum m/z 190 [MH+].

The synthetic route of 85363-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/82861; (2003); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 85363-04-8, These common heterocyclic compound, 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, 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.

Intermediate 641 ,1 -Dimethylethyl [2-(hydroxyamino)-2-iminoethyl]carbamateA flask was charged with 1 ,1 -dimethylethyl (cyanomethyl)carbamate (1 .562 g, 10 mmol) then filled with ethanol (15 mL) and hydroxylamine (50% w/w in water, 2.451 mL, 40.0 mmol) and the resulting mixture was stirred at 80C for 1 .5 h then cooled to room temperature and concentrated in vacuo. The residue was dissolved in DCM and the organic phase was dried using a phase separator then concentrated in vacuo. Trituration of the residue in Et20 gave 1 ,1 -dimethylethyl [2-(hydroxyamino)-2-iminoethyl]carbamate (1 .8 g, 9.51 mmol, 95 % yield) as a white solid which was used in the next step without further purification.

The synthetic route of 85363-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 85363-04-8,Some common heterocyclic compound, 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, molecular formula is C7H12N2O2, 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.

N-BOC-Glycinonitrile [sic] (12.0 g, 76.8 mmol) and diethylamine (0.16 ml, 2.1 mmol) were dissolved in toluene (100 ml). The solution was cooled to -10 C., saturated with hydrogen sulfide and subsequently stirred overnight at room temperature. The precipitate formed was filtered off with suction and washed with toluene. The product was dried in vacuo at 45 C. Yield: 13.2 g (69.4 mmol, 90.3%, yellowish solid)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, its application will become more common.

Reference:
Patent; Abbott GmbH & Co., KG; US6740647; (2004); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, belongs to nitriles-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 85363-04-8, Computed Properties of C7H12N2O2

N-Boc-aminoacetonitrile (40.2 g, 257.4 mmol) and N-acetylcysteine (42.0 g, 257.4 mmol) were dissolved in methanol (300 mL) at 60 C. and ammonia was passed through for 18 h. The solvent was removed in vacuo. After ion exchange chromatography (Amberlite IRA-400 (AcOH)) and recrystallisation from acetone, 28.4 g (53%) of the sub-title compound was obtained as a white solid. [0922] 1H NMR (300 MHz, CD3OD) delta4.41 (t, J=4.9 Hz, 1H), 4.01 (s, 2H), 2.91 (d, J=5.0 Hz, 2H), 2.01 (s, 3H), 1.46 (s, 9H)

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; Inghardt, Tord; Johansson, Anders; Svensson, Arne; US2004/19033; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

Description 22: (N-Hvdroxvcarbamimidovlmethvl) carbamic acid ter-butyl ester To a solution of N- (tert-butoxycarbonyl)-2-aminoacetonitrile (20. 0g) in absolute ethanol (200moi) was added a solution of hydroxylamine (9. 0g) and potassium carbonate (17. 6g) in water (50ml). The solution was heated to reflux for 2 days. The absolute ethanol was removed in vacuo and the aqueous residue extracted with ethyl acetate. The solvent was partially removed in vacuo until a precipitate formed. The suspension was cooled and filtered. The residue was washed with ethyl acetate to give the title compound as a white solid (12. 84g). Thermospray Mass Spectrum m/z 190 [MH+].

The synthetic route of 85363-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/82861; (2003); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, A new synthetic method of this compound is introduced below., Safety of N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

General procedure: A 2-acylamidoacetonitrile was prepared similarly at room temperature, using an acid chloride as a starting compound. To a solution of the compound thus obtained (3 mmol) in dry methanol (50 mL) at room temperature under N2 atmosphere was added L-cysteine methyl ester hydrochloride (770 mg, 4.5 mmol) and triethylamine (0.63 mL, 4.5 mmol). The resulting mixture was stirred for 3 h and evaporated to dryness. The residue was taken up in CH2Cl2 and washed with saturated NaHCO3 solution and brine. The organic extract was dried over sodium sulfate, filtered, evaporated, and purified by column chromatography (silica gel, hexane/ethyl acetate, 5:1) to give a methyl ester of compounds 14 – 17. Precooled LiOH (0.9 mL, 1 N, 0.9 mmol) was added to the methyl ester (1.0 mmol) in methanol (5 mL) at 0 oC. The suspension was stirred for 1 h at room temperature, diluted with acetone (20 mL) to precipitate the product. The white powder was filtered and dried to give compounds 14 – 17.

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; Chen, Pinhong; Horton, Lori B.; Mikulski, Rose L.; Deng, Lisheng; Sundriyal, Sandeep; Palzkill, Timothy; Song, Yongcheng; Bioorganic and Medicinal Chemistry Letters; vol. 22; 19; (2012); p. 6229 – 6232;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, belongs to nitriles-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 85363-04-8, Application In Synthesis of N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

Boc-amino acetonitrile (1.00 g; 6.40 mmol) was dissolved in methanol (10 mL) and sodium methoxide (0.145 mL 25% in MeOH; 0.64 mmol) was added. The mixture was stirred at 20 C. for 18 hr, and subsequently ammonium chloride (0.34 g; 6.40 mmol) was added, and the mixture was stirred at 20 C. for 3 days. The solution was precipitated in diethyl ether (40 mL), and the precipitate was collected by filtration, washed, and dried to yield the amidine hydrochloride 17.

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, N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KONINKLIJKE PHILIPS N.V.; ROBILLARD, MARC STEFAN; JANSSEN, HENDRICUS MARIE; TEN HOEVE, WOLTER; VERSTEEGEN, RONNY MATHIEU; ROSSIN, RAFFAELLA; (131 pag.)US2016/106859; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts