Category: 152120-54-2

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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C14H22N4O4

4-(Dimethylamino)pyridine (660 mg, 5.41 mmol) was added to a solution of tert- butyl(((tert-butoxycarbonyl)imino)(lH-pyrazol-l-yl)methyl)carbamate (11.37 g, 54.1 mmol, 1.0 equiv.) in dichloromethane (60 mL). Di-tert-butyldicarbonate (23.61 g, 108.2 mmol, 2.0 equiv.) in THF (40.0 mL) was slowly added over the course of 8 h using a syringe pump. The solution was stirred overnight at room temperature, before the solvents were removed in vacuo. The resulting colorless solid was stirred in dilute acetic acid solution (0.52 g, 8.66 mmol, acetic acid in 60 mL water). The precipitated tert-butyl tert-butoxycarbonyl(((tert-butoxycarbonyl)imino)( 1 H-pyrazol- 1 -yl)methyl)carbamate was collected, washed with water, hexane, and dried in vacuo to yield a colorless solide (20.21 g, 91% yield). FontWeight=”Bold” FontSize=”10″ H NMR (CDCb, 400 MHz): delta 8.20 (d, J= 2.4 Hz, 1H), 7.69 (d, J= 0.8 Hz, 1H), 6.45 (dd, J= 2.8, 1.6 Hz, 1H), 1.54 (s, 9H), 1.39 (s, 18H).

According to the analysis of related databases, 152120-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NUTECH VENTURES; DIMAGNO, Stephen; HU, Bao; WO2015/147950; (2015); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 152120-54-2, These common heterocyclic compound, 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, 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.

General procedure: Method B. The required amine hydrochloride salt 7 (1.5-6.0 equiv) and pyrazole-1-carboxamide 6a (1.0 equiv) were dissolved in acetonitrile or chloroform (ca. 1 mL per mmol) and triethylamine (twofold excess based on 7) was added drop-wise with stirring, together with anhydrous MgSO4 to dryness. After 16 h the mixture was filtered, evaporated and purified by column chromatography on silica.

The synthetic route of 152120-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Al Shuhaib, Zainab; Davies, Deiniol H.; Dennis, Mark; Evans, Daniel M.; Fletcher, Matthew D.; Franken, Herjan; Hancock, Paul; Hollinshead, Jackie; Jones, Iestyn; Kaehm, Kristina; Murphy, Patrick J.; Nash, Robert; Potter, David; Rowles, Richard; Tetrahedron; vol. 70; 29; (2014); p. 4412 – 4419;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 152120-54-2, 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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Diisopropyl azodicarboxylate (DIAD, 1.5 equiv) was added dropwise to a stirred solution of alcohol 1a-g (1-2 equiv), N,N?-bis-tert-butoxycarbonylpyrazole-1H-carboxamidine 2 (2.5 mmol, 1 equiv), and Ph3P (1.5 equiv) in THF (7 mL) at 0 C. The reaction mixture was stirred overnight (16 h) at r.t., concentrated in vacuum, and the residue was purified by flash column chromatography on silica gel (10-25% EtOAc-hexane) to give the N-alkylated guanylating agent 3a-g as colorless oils.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Tommasi, Sara; Zanato, Chiara; Carabeo, Rey; Mangoni, Arduino A.; Dall’Angelo, Sergio; Zanda, Matteo; Synthesis; vol. 47; 19; (2015); p. 3067 – 3078;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 152120-54-2, A common heterocyclic compound, 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, molecular formula is C14H22N4O4, 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 N-alpha-Boc-D-lysine (13.0 g, 52.7 mmol) in EtOH (290 mL) was added N,N’-bis-Boc-1-guanylpyrazole (16.3 g, 52.7 mmol) and triethyl amine (10.6 g, 105 mmol). The reaction mixture was stirred at room temperature for 6 h. Solvent was removed and the residue was purified by column chromatography (silica gel, 10:1 CH2Cl2/MeOH) to afford a pyrazole salt (25.0 g) as colorless oil. _The salt was dissolved in 1 N NaOH (300 mL) and neutralized with 1 N HCl (305 mL) The resulting precipitate was filtered out and dried, to afford compound 3 (22.0 g, 85%) as a white solid: 1H NMR (400 MHz, CDCl3) delta 11.48 (br s, 1H), 8.35 (br s, 1H), 5.23 (d, J=7.5 Hz, 1H), 4.23 (br s, 1H), 3.48-3.25 (m, 2H), 1.96-1.50 (m, 6H), 1.51 (s, 9H), 1.49 (s, 9H), 1.43 (s, 9H).

The synthetic route of 152120-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PARION SCIENCES, INC.; JOHNSON, Michael Ross; THELIN, William Robert; BOUCHER, Richard C.; US2013/324559; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 152120-54-2, 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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of piperidine-4-carboxylic acid trifluoroacetate salt (0.20 g, 0.82 mmol) in methanol (10 mL), triethylamine (0.20 mL, 1.6 mmol) and N,N’-bis{[(2-methyl-2-propanyl)oxy]carbonyl}-1H-pyrazole-1-carboximidamide (0.30 g, 0.98 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The solvent was evaporated under reduced pressure and the resulting residue dissolved in ethyl acetate and washed with brine. The organic layer was dried and concentrated to dryness to obtain the title compound (200 mg, 76%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 3.91 (d, 2H), 3.30 (t, 2H), 2.63-2.66 (m, 1H), 1.90-1.96 (m, 2H), 1.67-1.69 (m, 2H), 1.45 (s, 18H).

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, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; Imagawa, Akira; Kondo, Takashi; Nishiyama, Taihei; Courtney, Steve; Yarnold, Chris; Ichihara, Osamu; Flanagan, Stuart; US2015/152048; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, A new synthetic method of this compound is introduced below., Safety of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

Example 7 : 1 -f N’-bis ( f (2-methyl-2-propanyl)oxy]carbonyU carbamimidovfH- piperidinecarboxylic acid To a solution of piperidine-4-carboxylic acid trifluoroacetate salt (0.20 g, 0.82 mmol) in methanol (10 mL), triethylamine (0.20 mL, 1.6 mmol) and N,N’-bis{[(2- methyl-2-propanyl)oxy]carbonyI}-lH-pyrazole-l-carboximidamide (0.30 g, 0.98 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The solvent was evaporated under reduced pressure and the resulting residue dissolved in ethyl acetate and washed with brine. The organic layer was dried and concentrated to dryness to obtain the title compound (200 mg, 76%) as a white solid. NMR (400 MHz, D SO-i) delta 3.91 (d, 2H), 3.30 (t, 2H), 2.63-2.66 (m, IH), 1.90- 1.96 (m, 2H), 1.67-1.69 (m, 2H), 1.45 (s, 18H).

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:
Patent; ONO PHARMACEUTICAL CO., LTD; IMAGAWA, Akira; KONDO, Takashi; NISHIYAMA, Taihei; COURTNEY, Steve; YARNOLD, Chris; ICHIHARA, Osamu; FLANAGAN, Stuart; WO2013/174937; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

Synthesis of N-Boc-N’-n-octyl-1-guanylpyrazole (0288) Under ice-cooling and under nitrogen atmosphere, to a suspension of NaH (60% in oil, 283 mg, 7.08 mmol) in DMF (10 mL)) was added N,N’-bis-Boc-1-guanylpyrazole (2 g, 6.44 mmol) by small portions. After stirring at the same temperature for 15 min, 1-iodooctane (2.33 mL, 12.9 mmol) was added dropwise, and the mixture was stirred overnight while raising the temperature to room temperature. Under ice-cooling, water was added to discontinue the reaction, and the whole mixture was extracted with AcOEt. The organic layer was washed with saturated aqueous NaCl solution, and dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography using n-hexane:AcOEt = 8:1 as an eluate to give the object product as an oil (yield: 1.8 g, 66.1%). 1H NMR(300 MHz, CHLOROFORM-d)deltappm 0.78 – 0.92 (3 H, m), 1.19 – 1.36 (10 H, m), 1.27 (9 H, s), 1.50 (9 H, s), 1.65 – 1.81 (2 H, m), 3.61 – 3.69 (2 H, m), 6.41 (1 H, dd, J=2.7, 1.6 Hz), 7.69 (1 H, d, J=1.1 Hz), 7.93 (1 H, br. s.)

The synthetic route of 152120-54-2 has been constantly updated, and we look forward to future research findings.

Application of 152120-54-2, The chemical industry reduces the impact on the environment during synthesis 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, I believe this compound will play a more active role in future production and life.

To N,N’-di-Boc-1H-pyrazole-1-carboxamidine at 0 C under anhydrous conditions(0.58g, 1.86mmol),tert-Butyl (2S,4S)-4-(((E)-N,N’-bis(tert-butoxycarbonyl)-1H-pyrazole-1-formimido)methyl)-2-((tert-butoxycarbonyl)amino)-7-((tetrahydro-2H-pyran-2-yl)oxy)heptanoate7 (0.8 g, 1.86 mmol) and triphenylphosphine (0.49 g, 1.86 mmol)THF was added dropwise to the solution.Diethyl azodicarboxylate (0.34 mL, 1.86 mmol),After 10 minutes, the reaction was heated at room temperature and stirred overnight.Remove the solvent in vacuo,Purified by flash chromatography (ethyl acetate / hexane 20/80).A colorless oil 6 (1.2 g, 89.1%) was obtained.

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, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, belongs to pyrazoles-derivatives 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 152120-54-2, Computed Properties of C14H22N4O4

Preparation of (R)-6-[2,3-bis(tert-butoxycarbonyl)guanidino]-2-[(tert-butoxycarbonyl)amino]hexanoic acid (8) A solution of N-alpha-Boc-D-lysine 12 (10.0 g, 40.6 mmol) in CH2Cl2 (200 mL) was charged with N,N’-bis-Boc-1-guanylpyrazole (11.3 g, 36.6 mmol) and triethylamine (11.0 mL, 81.3 mmol). The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was washed with 10% aqueous citric acid (2*100 mL) and the solvent was removed under reduced pressure. The residue was dissolved in 1 N NaOH (300 mL), 1 N HCl was added to adjust the pH to 5-6, and the mixture was extracted with CH2Cl2 (500 ml). The CH2Cl2 layer was separated and the aqueous layer was extracted with CH2Cl2 (2*250 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated to afford compound 8 (18.5 g, 94%) as a white solid: 1H NMR (400 MHz, CD3OD) delta 4.13-4.03 (m, 1H), 3.36 (t, J=6.8 Hz, 2H), 1.91-1.77 (m, 1H), 1.74-1.55 (m, 3H), 1.52 (s, 9H), 1.51-1.38 (m, 2H), 1.47 (s, 9H), 1.43 (s, 9H).

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, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 152120-54-2, 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. 152120-54-2 name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, 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.

General procedure: Cbz-Arg(N,N-diBoc)-Val-Sta-NH(CH2)2Ph (69). A mixture of Cbz-Orn(N-Boc)-Val-Sta-NH(CH2)2Ph (52) (65 mg, 0.090 mmol) and 4M HCl in dioxane was allowed to stir for 1 h at 20C. The reaction mixture was concentrated to dryness in vacuo to obtain the crude residue as a on oil. The oil was dissolved in DCM (1 mL) and Et3N (6 muL, 0.043 mmol) was added. The solution was stirred vigorously for 5min. N,N?-bis-Boc-1-guanylpyrazole (13 mg, 0.042 mmol) was added and the solution was allowed to stir for 18 h at 20C. The reaction mixture was concentrated to dryness in vacuo to obtain a crude residue. The crude residue was subjected to a silica chromatography gradient eluting from 100% DCM to 10% MeOH/DCM to obtain Cbz-Arg(N,N-diBoc)-Val-Sta-NH(CH2)2Ph (69) as a solid (46 mg, 53%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, and friends who are interested can also refer to it.