Category: 152120-54-2

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, Recommanded Product: tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

To a mixture of N,N’-bis(tertbutoxycarbonyl)-1H-pyrazole-1-carboxamidine (2g, 6.44 mmol), triphenylphosphine (2.53g, 9.67 mmol), MeOH (260 muL, 6.44 mmol) and dry THF (20 mL) was added dropwise DIAD ( 1.9 mL, 9.67 mmol) at 0C under argon. The reaction mixture was stirred at room temperature overnight. Then a solid was filtered off and the filtratrate was concentrated under reduced pressure. A residue was washed with hexane (6 x 50mL). Hexane was evaporated and the residue was purified by column chromatography on silica gel (hexane/AcOEt, 7: 1 to 5: 1) to give tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)(methyl)carbamate (1.49 g, 71 %) as a colorless oil . ESI+MS: m/z = 347.1 (M+1)+. 1Eta NMR (700 MHz, Chloroform-d) delta 8.02 (s, 1H), 7.71 (d, J= 1.1 Hz, 1H), 6.45 (ddd, J = 8.7, 2.7, 1.6 Hz, 1H), 3.27 (s, 3H), 1.54 (s, 9H), 1.32 (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.

Reference:
Patent; ONCOARENDI THERAPEUTICS SP. Z O.O.; B?ASZCZYK, Roman; BRZEZI?SKA, Joanna; GO??BIOWSKI, Adam A.; OLCZAK, Jacek; (93 pag.)WO2016/108707; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. category: pyrazoles-derivatives

General procedure: To a stirred solution of N,N?-Di-Boc-1H-pyrazole-1-carboxamidine (1.61 mmol) in dry THF, Ph3P(1.42 mmol) and the appropriate alcohol (2.10 mmol) were added under N2 atmosphere. The solutionwas cooled at 0 C and DIAD (2.42 mmol) was added dropwise. The reaction mixture was stirred atreflux for 16 h. The solvent was evaporated and DCM and water were added. Organic phase wasseparated and the aqueous layer was extracted with DCM. The residue was purified by flashchromatography (Hexane/AcOEt 9:1) affording desired compound.

The synthetic route of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maccari, Giorgio; Deodato, Davide; Fiorucci, Diego; Orofino, Francesco; Truglio, Giuseppina I.; Pasero, Carolina; Martini, Riccardo; De Luca, Filomena; Docquier, Jean-Denis; Botta, Maurizio; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3332 – 3336;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 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., COA of Formula: C14H22N4O4

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%).

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:
Article; Nguyen, William; Hodder, Anthony N.; de Lezongard, Richard Bestel; Czabotar, Peter E.; Jarman, Kate E.; O’Neill, Matthew T.; Thompson, Jennifer K.; Jousset Sabroux, Helene; Cowman, Alan F.; Boddey, Justin A.; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 182 – 198;,
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. category: pyrazoles-derivatives

General procedure: A mixture of 62a (30 mg), N,N’-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (11) (48 mg), diisopropylethylamine (0.02 mL) and CH2Cl2 (0.6 mL) was stirred at room temperature for 12 h under a nitrogen atmosphere. The solvent was removed in vacuo. The residue was purified by flash column chromatography over silica gel with CHCl3/MeOH (10:1) as an eluent to give 63a (47 mg, 100%) as a colorless powder.

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

Reference:
Article; Inoue, Takayuki; Morita, Masataka; Tojo, Takashi; Nagashima, Akira; Moritomo, Ayako; Imai, Keisuke; Miyake, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 21; 9; (2013); p. 2478 – 2494;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 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., Quality Control of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

[0271] A 10 mL round-bottom flask equipped with a stir bar was charged with an amine- terminated norbornene (2-(2-aminoethyl)-3a,4,7,7a-tetrahydro-lH-4,7-methanoi-soindole-l,3- (2H)-dione) (70 mg, 0.24 mmol, 1 equiv), which was prepared and dissolved in 4.5 mL of dry DMF under 2 (g). To this was added N,N-bis(boc)-l-guanylpyrazole (105 mg, 0.34 mmol, 1 equiv) and diisopropylethylamine (120 mu, 0.68 mmol, 2 equiv). The reaction mixture was stirred at room temperature for 12 h. The solution was concentrated to dryness and re-suspended in 25 mL of CH2CI2, then washed with water (*3) and then brine. The CH2CI2 layer was collected, dried over Na2S04 (s) and concentrated to dryness. The material was then purified by flash column chromatography on silica gel (33% EtOAC in hexanes) to yield a white powder in 92% yield (140 mg, 0.31 mmol) R 0.37 (33% EtOAc in hexanes): lH NMR (400 MHz, CDC13, 298 K) 511.43 ppm (1H, b), 8.45 (1H, b), 6.27 (2H, t, J = 1.5 Hz), 3.71 (2H, dd, J = 7.0, 4.4), 3.64 (2H, m), 3.25 (2H, d, J = 1.5 Hz), 2.7 (2H, m), 1.51 (1H, d, J = 1.1 Hz), 1.48 (9H, s), 1.47 (9H, s), 1.25 (1H, d, J = 1.8 Hz); 13C NMR (100 MHz, CDC13, 298 K) delta 178.1, 157.0, 156.6, 153.0, 137.9, 137.7, 83.3, 79.5, 48.0, 45.0, 43.1, 40.0, 38.0, 28.3, 28.1 ; High-resolution MS analysis (ESI-TOFMS) m/z calculated 449.2395, found 449.2394.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 152120-54-2.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; BLUM, Angela, P.; KAMMEYER, Jacquelin, K.; GIANNESCHI, Nathan, C.; (204 pag.)WO2016/23036; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 152120-54-2,Some common heterocyclic compound, 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, molecular formula is C14H22N4O4, 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: 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%).

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

Reference:
Article; Nguyen, William; Hodder, Anthony N.; de Lezongard, Richard Bestel; Czabotar, Peter E.; Jarman, Kate E.; O’Neill, Matthew T.; Thompson, Jennifer K.; Jousset Sabroux, Helene; Cowman, Alan F.; Boddey, Justin A.; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 182 – 198;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. name: tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

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%).

The synthetic route of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nguyen, William; Hodder, Anthony N.; de Lezongard, Richard Bestel; Czabotar, Peter E.; Jarman, Kate E.; O’Neill, Matthew T.; Thompson, Jennifer K.; Jousset Sabroux, Helene; Cowman, Alan F.; Boddey, Justin A.; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 182 – 198;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

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 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; 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, 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.

A solution of (1S,2R)-1-((2R,3R,4S)-3-acetamido-4-azido-6-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate (5.1 g, 11.5 mmol) in ethanol (300 mL) was hydrogenated with Lindlar’s catalyst for 8 h (1 atmospheric pressure). The reaction mixture was filtered through Celite and the filtrate was concentrated under reduced pressure. The resulting residue was dissolved in THF (50 mL). This solution was mixed with tert-butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate (13.1 g, 42.21 mmol) and the resulting reaction mixture was stirred at room temperature for 18 h. It was then diluted with aq. NH4Cl and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated under reduced pressure. Purification by silica gel chromatography (gradient elution, 1:1 EtOAc/pentane to 100% EtOAc) to afford 4.0 g of (1S,2R)-1-((2R,3R,4S)-3-acetamido-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate (50%). (1S,2R)-1-((2R,3R,4S)-3-Acetamido-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate (4.0 g, 5.94 mmol) was dissolved in methanol (20 mL) and treated with 1N NaOH (6 mL) with cooling in an ice-bath. The reaction was stirred for 30 min and neutralized with 1N HCl. Then the reaction was concentrated under reduced pressure and the residue was re-dissolved in methanol and filtered. The filtrate was concentrated under reduced pressure to afford 3.0 g of (2R,3R,4S)-3-acetamido-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-2-((1S,2R)-1,2,3-triacetoxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid (95%).

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

Reference:
Patent; Catabasis Pharmaceuticals, Inc.; Milne, Jill C.; Jirousek, Michael R.; Vu, Chi B.; Wensley, Allison; Ting, Amal; (180 pag.)US2016/129122; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products 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.

N,NDi-Boc-1H-pyrazole-1-carboxamidine (500.0 mg, 1.61 mmol) was dissolved in THE dry (6.2 mL). Then Triphenylphosphine (631.4 mg, 2.41 mmol) andHydroxymethyl-cyclopropane (150.5 mg, 2.09 mmol) were added. The reaction mixture was cooled at 0 C and Diisoporpyl azodicarboxylate (0.47 mL, 2.41 mmol) was added dropwise. The temperature was increased to 70 C and the reaction mixture was stirred at reflux 1 2h. The reaction mixture was concentrated and then diluted with DCM and H20. The aqueous phase was extracted for three times with DCM; the organicphases were collected, washed with brine twice and dried over Na2504. Solvent was removed in vacuum. The crude product was purified with chromatography column in silica gel (eluent: Petroleum Ether/AcOEt 9:1) to afford compound 24 as a yellow oil (yield 82%). 1H NMR (CDCI3) O (ppm): 0.45 (d, 2H, J = 4.8 Hz); 0.49 (d, 2H, J = 5.6Hz); 1.27 (s, 9H); 1.49 (s, 9H); 1.54 (s, 1H); 3.60 (d, 2H, J = 6.8 Hz); 6.41 (t, 1H, J =2.2 Hz); 7.69 (d, 1 H, J = 1 .2 Hz); 7.95 (s, 1 H).LCMS m/z (ES+) = 387.1 [M + Na]

Statistics shows that tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate is playing an increasingly important role. we look forward to future research findings about 152120-54-2.

Reference:
Patent; LEAD DISCOVERY SIENA S.R.L.; BOTTA, Maurizio; MACCARI, Giorgio; SANFILIPPO, Stefania; DE LUCA, Filomena; DOCQUIER, Jean-Denis; DEODATO, Davide; (56 pag.)WO2016/55644; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics