Amides-buliding-blocks

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. 16066-84-5, name is tert-Butyl methylcarbamate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl methylcarbamate

A solution of aniline (0.911 mL, 10.0 mmol) and di-tert-butyl dicarbonate (2.34 mL, 10.2 mmol) in THF(5.0 mL) was stirred for 1 h at room temperature. The resulting mixture was concentrated to obtain N-tert-butoxycarbonylaniline(10) (2.03 g, quant.) as colorless crystals. The crude product was used without purification. (Step 2) A solution of 10 (545 mg, 2.82 mmol) and (Z)-1-bromo-4-methoxybut-2-ene (11) (422 mg,2.56 mmol) in DMF (8.5 mL) was treated with sodium hydride (60 wt.% in oil, 154 mg, 3.85 mmol) at 0 C. The resulting mixture was stirred for 1 h at 50 C and quenched with saturated aqueous ammonium chloride at 0 C.Extractive workup and purification of the residue by chromatography on silica gel (hexane/ethyl acetate = 5/1 asthe eluent) afforded (Z)-tert-butyl (4-methoxybut-2-en-1-yl)(phenyl)carbamate (12) (654 mg, 92% yield) as acolorless oil. (Step 3) A solution of diisopropylamine (484 L, 3.45 mmol) in THF (4.2 mL) was treated with a1.6 M n-butyllithium hexane solution (2.30 mL, 3.7 mmol) at 0 C under an argon atmosphere and the mixture was stirred for 30 min at the same temperature. A solution of 12 (649 mg, 2.34 mmol) in THF (7.5 mL) was added to the solution at 0 C and the mixture was stirred for 3 h at the same temperature. The resulting mixturewas quenched with saturated aqueous ammonium chloride and extracted with ethyl acetate. The combined extracts were washed with brine, dried over sodium sulfate, and concentrated. The residue was purified bychromatography on silica gel (hexane/ethyl acetate = 20/1 as the eluent) to give 2f (516 mg, 90% yield)

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; Tayama, Eiji; Horikawa, Kouki; Iwamoto, Hajime; Hasegawa, Eietsu; Tetrahedron Letters; vol. 55; 19; (2014); p. 3041 – 3044;,
Amide – Wikipedia,
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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. 84713-20-2, name is Benzyl vinylcarbamate, A new synthetic method of this compound is introduced below., Formula: C10H11NO2

General procedure: Unless otherwise noted, the General Experimental Procedure was described as follows: To a solution of enecarbamate/enamide 1 (0.2 mmol) in alcohol (2.0 mL) was added the BNDHP (1.4 mg, 0.002 mmol), and the reaction mixture was stirred at 25 oC. When the starting materials disappeared with the inspection by TLC, the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel eluting with petroleum ether/EtOAc to afford the product 2. S3

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; Chang-Fei, Zhang; Wei, Zou; Xiao-Yan, Ma; Xinjun, Hu; Yanli, Li; Tetrahedron; vol. 76; 16; (2020);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 676371-64-5, name is Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, belongs to amides-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 676371-64-5, Recommanded Product: 676371-64-5

To a stirring solution of methyl 3-((tert- butoxycarbonyl)amino)bicyclo[1 .1 1 ]pentane-1 -carboxylate (0.2 g, 0.829 mmol) in THF (3.0 ml_), under nitrogen, in an ice bath was slowly added methylmagnesium bromide (3 M in Et20, 5 ml_, 3.32 mmol). After addition, the reaction mixture was stirred in the ice bath for ~10 min and then at rt for ~30 mins. The reaction was quenched with sat. aq. ammonium chloride and extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give crude tert- butyl (3-(2-hydroxypropan-2-yl)bicyclo[1 .1 1 ]pentan-1 -yl)carbamate (187 mg, 0.775 mmol, 93 % yield) as a colorless oil. 1H NMR (400 MHz, CD3SOCD3) d ppm 7.39 (br. s., 1 H), 4.1 1 (s, 1 H), 1 .70 (s, 6 H), 1 .37 (s, 9 H), 1 .03 (s, 6 H).

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, Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, Dave Norman; CADILLA, Rodolfo; (152 pag.)WO2019/116256; (2019); A1;,
Amide – Wikipedia,
Amide – 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. 317595-54-3, name is tert-Butyl (2-aminocyclohexyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C11H22N2O2

The resulting triethylammonium chloride was removed by filtration and to the filtrate was added N-(t-butoxycarbonyl)-trans 1,2-diaminocyclohexane.

The synthetic route of 317595-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Associated Universities, Inc.; US5089663; (1992); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 148017-28-1, name is tert-Butyl sulfamoylcarbamate, belongs to amides-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 148017-28-1, category: amides-buliding-blocks

Example 65; N-[((1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]-pyrimidin-7-yl}-2-hydroxycyclopentyl)methyl]sulfamide (Compound I-56); Step a: tert-butyl(aminosulfonyl)[((1S,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentyl)methyl]carbamate; ((1S,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentyl)methanol (700.0 mg, 0.001462 mol), N-Boc-sulfonamide (398 mg, 0.00203 mol) and triphenylphosphine (575 mg, 0.00219 mol) were dissolved in ethyl acetate (28 mL, 0.28 mol) at 50 C. under an atmosphere of nitrogen. Diethyl azodicarboxylate (350.0 muL, 0.002223 mol) was added over 2-3min and the mixture was stirred at 50 C. for 30 minutes. The cooled mixture was evaporated and the residue purified by silica gel chromatography, eluting with 10 to 100% ethyl acetate in hexanes, to yield the product as a white solid, 636 mg (66%). LC/MS: Rt=2.55 min, ES+ 657 (AA standard).

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; Millennium Pharmaceuticals, Inc.; US2007/191293; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 188345-71-3, 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. 188345-71-3 name is 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene, 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.

In a method analogous to J. Malpass and C. Cox, Tetrahedron Lett., 1999, 40, 1419-1422, tert-butyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate is treated with diborane to afford a mixture of alcohols which is separated by chromatography. The desired alcohol tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is then oxidized using the Swern procedure to afford the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene, and friends who are interested can also refer to it.

Reference:
Patent; Lampe, John W.; Watson, Paul S.; Slade, David J.; US2011/144150; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 67442-07-3, These common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, 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.

C. Synthesis of Intermediate 22 [0244] A 3-neck flask was charged with 21 (100 g) and THF (800 mL). The solution was degassed three times by slowly applying vacuum, followed by breaking vacuum with nitrogen. The solution was cooled to -10 C. internal temperature. A solution of 2N i-PrMgCl solution in THF (125 g, 1.04 mole equiv) was added slowly while maintaining internal temperature at -10 C. to 0 C. The resulting mixture was then stirred for 30 minutes at -10 C. until reaction was complete. 2-Chloro-N-methoxy-N-methylacetamide (40.6 g, 1.20 mole equiv) was dissolved in MTBE (122 g, 1.22 wt equiv) and filtered through a 1 mum filter. The MTBE solution of the acetamide was then added slowly to the flask maintaining internal temperature at -10 C. to 0 C. Upon completion of the addition, the internal temperature was adjusted to 0 C. and agitated for 2 hours. After the reaction is complete, 1N HCl (750 g) was added slowly so that the internal temperature did not exceed 20 C. If necessary, the internal temperature was adjusted to 20 C. The layers were separated and the aqueous layer was extracted with MTBE (410 g). The organic layers were combined and dried over MgSO4. The MgSO4 was filtered off and rinsed with THF (200 g). The filtrate and rinse were concentrated under vacuum 10 volumes (1000 mL). Isopropanol (785 g) was added and small amounts of crystals began to form. This slurry was again concentrated under vacuum to 10 volumes (1000 mL). Isopropanol (785 g) was once again added and the slurry was concentrated under vacuum to 10 volumes (1000 mL). The internal temperature was adjusted to 20-25 C. and agitated for ca. 30 minutes. The slurry was filtered and rinsed with isopropanol (100 g) then dried under vacuum to provide 62.28 g (70.8%, 98% purity by HPLC) of the product 22 as an off-white to pale yellow solid. 1H NMR (400 MHz, CDCl3, delta): 8.19 (s, 1H), 8.12 (d, J=7.8 Hz, 1H), 7.82 (s, 1H), 7.67 (d, J=8.0 Hz, 2H), 7.52 (d, J=7.8 Hz, 1H), 4.71 (s, 2H). 19F NMR (376 MHz, CDCl3) delta -111.4 (s, 2F).

Statistics shows that 2-Chloro-N-methoxy-N-methylacetamide is playing an increasingly important role. we look forward to future research findings about 67442-07-3.

Reference:
Patent; Scott, Robert William; Wang, Fang; Shi, Bing; Mogalian, Erik; US2013/324496; (2013); A1;,
Amide – Wikipedia,
Amide – 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. 299430-87-8, name is (9H-Fluoren-9-yl)methyl (2-(2-hydroxyethoxy)ethyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 299430-87-8

To Example 2.62.3 (5.03 g) and triphenylphosphine (4.62 g) in toluene (88 mL) wasadded di -tert-butyl-azodicarboxylate ( 4.06 g) and the reaction was stirred for 30 minutes. (9H-20 Fluoren-9-yl)methyl (2-(2-hydroxyethoxy)ethyl)carbamate was added and the reaction was stirred for25an addition 1.5 hours. The reaction was loaded directly onto silica gel and was eluted with 1-50%ethyl acetate/heptanes to provide the title compound.

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 299430-87-8.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; SOUERS, Andrew, J.; PHILLIPS, Andrew, C.; JUDD, Andrew, S.; BRUNCKO, Milan; (717 pag.)WO2017/214282; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 54468-86-9, name is 2-Amino-N,N-dimethylbenzenesulfonamide, molecular formula is C8H12N2O2S, 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. Product Details of 54468-86-9

General procedure: To a solution of 2-(isopropylsulfonyl)aniline (3.0 g,15.1 mmol) in DMF (80 mL) was added sodium hydride (1.2 g,30.1 mmol, 60% in mineral oil) at 0 C. After stirring for 30 min,2,4,5-trichloropyrimidine was added to the reaction mixture followedby warming the mixture to room temperature. After stirringfor 2 h, the reaction mixture was quenched with ice and dilutedwith excess water. The precipitate was filtered and the solid wasdried by blowing nitrogen gas to obtain 3c as an off-white solid(3.75 g, 72%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 54468-86-9, its application will become more common.

Reference:
Article; Jang, Jaebong; Son, Jung Beom; To, Ciric; Bahcall, Magda; Kim, So Young; Kang, Seock Yong; Mushajiang, Mierzhati; Lee, Younho; Jaenne, Pasi A.; Choi, Hwan Geun; Gray, Nathanael S.; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 497 – 510;,
Amide – Wikipedia,
Amide – 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. 25408-61-1, name is 2,2-Dimethoxy-N,N-dimethylacetamide, A new synthetic method of this compound is introduced below., Recommanded Product: 2,2-Dimethoxy-N,N-dimethylacetamide

A total of 5.0 g of 1H-indazole as a starting material was subjected to bromination and tert-butoxycarbonylation by the procedures of Production Examples I-26-a and I-26-b, was acetylated at the 3-position by the procedure of Production Example I-29-a, to give 2.5 g of tert-butyl 3-acetyl-1H-1-indazolecarboxylate. A total of 1.5 g of this product was treated with 5 N hydrochloric acid by the procedure of Production Example I-25-b and thereby yielded 860 mg of 1-(1H-3-indazolyl)ethanone. A solution of 240 mg of this product and 0.4 ml of N,N-dimethylformamide dimethylacetal in 5 ml toluene was heated under reflux for 9 hours. The solvent was evaporated, and the residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane = 2:1), to give 88 mg of the title compound as a colorless powder.1H-NMR(400MHz, DMSO-d6) d 2.88 (3H, bs), 3.13 (3H, bs), 6.08 (1H, d, J = 13.1 Hz), 7.19 (1H, t, J = 7.6 Hz), 7.36 (1H, t, J = 7.6 Hz), 7.56 (1H, d, J = 7.6 Hz), 7.72 (1H, d, J = 13.1 Hz), 8.26 (1H, d, J = 7.6 Hz), 13.37 (1H, s)

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; Eisai Co., Ltd.; EP1380576; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics