Category: 104060-23-3

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 104060-23-3 as follows. HPLC of Formula: C13H19NO3

193-2 2-(4-tert-Butoxycarbonylaminophenyl)ethyl-4-(2-bromo-5-methoxybenzyl)piperidine Methanesulfonyl chloride (120 mul, 1.56 mmol) was added dropwise to a solution of 2-(4-tert-butoxycarbonylaminophenyl)ethanol (354 mg, 1.56 mmol) and triethylamine (430 mul, 3.12 mmol) in dichloromethane (5 ml) under ice-cooling, and the reaction mixture was stirred as it was for 2 hours. The solvent was distilled off and the resulting residue was suspended in acetonitrile (5 ml) together with a free compound obtained by treating the compound of Example 1 (500 mg, 1.56 mmol) by the same method as in Example 11, potassium carbonate (431 mg, 3.12 mmol) and potassium iodide (259 mg, 1.56 mmol). The resulting suspension was stirred at 60 C. for 1 hour, heated under reflux for 4 hours, and then allowed to cool. After filtration, the filtrate was concentrated and the residue was purified by a silica gel column chromatography (chloroform/methanol=50/1 to 20/1) to obtain the title compound (587 mg, 73%) as a colorless oil.

According to the analysis of related databases, 104060-23-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO PHARMACEUTICALS COMPANY LIMITED; US2003/191126; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104060-23-3, name is N-Boc-2-(4-Aminophenyl)ethanol, 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 104060-23-3, Safety of N-Boc-2-(4-Aminophenyl)ethanol

To a solution of tert-butyl (4-(2-hydroxyethyl)phenyl)carbamate (6.90 g, 30 mmol) and imidazole (2.45 g, 36 mmol) in DCM (100 mL), was added dropwise chlorotriisopropylsilane (6.36 g, 33 mmol) at rt. The reaction mixture was stirred for lh and then water was added. The organic layer was washed with brine dried over Na2504 and concentrated under vacuum. The residue was purified by column chromatography (silica gel, DCM) to afford tert-butyl (4-(2-((triisopropylsilyl)oxy)ethyl)phenyl)carbamate (11.7 g, 99%) as a white solid.

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-Boc-2-(4-Aminophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; BRAMELD, Kenneth A.; VERNER, Erik; WO2014/182829; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 104060-23-3, 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. 104060-23-3 name is N-Boc-2-(4-Aminophenyl)ethanol, 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.

This compound (1.5 g, 8.6 mmol) was suspended in dry tetrahydrofuran (20 mL) at EPO 250C. The 4-(N-l-terf-butyloxycarbonyl)-aminophenethyl alcohol (3.4 g, 14.5 mmol) and triphenylphosphine (3.8 g, 14.5 mmol) were then added, and the mixture evaporated to dryness. Dry tetrahydrofuran (20 mL) was added and the suspension was cooled to 0C before dropwise addition of diethylazodicarboxylate (1.5 mL, 9.8 mmol). After 16 h reaction at room temperature, the solution was concentrated under reduced pressure. The crude residue was purified on a BIOTAGE 25M column (silica, hexane/AcOEt 95:5 to 75:25) to yield N-9 alkylated purine as a white solid (2.9 g, 87%). To a solution of alkylated 2-fluoro-6-chloropurine (3.0 g, 7.7 mmol) in n- butanol (15 mL) at 250C was added N- 1-tert-butyloxycarbonyl- 1,3 -phenyl enediamine (1.8 g, 8.8 mmol) and diisopropylethylamine (2.7 mL, 15.3 mmol). After 48 h reaction at 65C, the brown solution was concentrated under reduced pressure. The crude residue was purified on a BIOTAGE 4OM column (silica, hexane/ AcOEt 65:45 to 0:1) to yield the fluoropurine derivative as a brown solid (2.8 g, 63%). To a solution of this product (2.8 g, 4.9 mmol) in n-butanol (15 mL) at room temperature was added aminomethylcyclopropane (1.2 g, 17.1 mmol) and diisopropylethylamine (1.7 mL, 9.8 mmol). After 48 h reaction at 1100C, the brown solution was concentrated under reduced pressure. The crude residue was purified on a BIOTAGE 4OM column (silica, hexane/ AcOEt 60:40 to AcOEt/MeOH 98:2) to yield the protected trisubstituted purine as a white solid (2.3 g, 73%). To a solution of this compound (2.08 g, 3.38 mmol) in dichloromethane (10 mL) at room temperature was added 4N HCl in dioxane (10 mL). The reaction was stirred for 5 h at 25C and the solution was concentrated under reduced pressure. The solid was then dried for 16 h under vacuum to yield compound 3 as a brown solid. Yield of product: 1.4 g (quantitative); Rf = 0.1 (CH2Cl2/Me0H 98:2); 1H NMR (400 MHz, CD3OD): delta 8.24 (s, IH), 8.20-7.60 (m, 2H), 7.60-7.00 (m, 6H), 4.56 (t, 2H, J= 7.0 Hz), 3.40-3.20 (m, 4H), 1.25-1.15 (m, IH), 0.60-0.50 (m, 2H), 0.40-0.20 (m, 2H); LRMS (ESI): m/z 415 (MH+), 437 (M+ Na); HPLC (method 2): 1.6 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Boc-2-(4-Aminophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; PROMETIC BIOSCIENCES INC.; WO2006/136005; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 104060-23-3, A common heterocyclic compound, 104060-23-3, name is N-Boc-2-(4-Aminophenyl)ethanol, molecular formula is C13H19NO3, 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.

Compound 11A (2.5 g, 10.5 mmol, 1.00 equiv) was dissolved in 25 mL of DCM then cooled to -78C. A Dess-Martin Periodinane solution (DMP, 6.71 g, 15.8 mmol, 1.5 equiv) in DCM (10 mL) was added drop-wise. The cold bath was removed and agitation continued for 1 hour at ambient temperature. The reaction was neutralised with60 mL of a 50/50 mixture of sodium bicarbonate-saturated aqueous solution and Na2S2O3-saturated aqueous solution. The resulting solution was extracted 3 times with 30 mL of EtOAc. The organic phases were combined, washed twice with NaC1- saturated aqueous solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified on silica gel (EtOAc/PE1/15) to yield 1.0 g (40 %) of compound 11B in the form of a pale yellow solid.

The synthetic route of 104060-23-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174060; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 104060-23-3,Some common heterocyclic compound, 104060-23-3, name is N-Boc-2-(4-Aminophenyl)ethanol, molecular formula is C13H19NO3, 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.

4-(tert-Butoxycarbonylamino)phenethyl 3-nitro-benzenesulfonate 4.25 g (42 mmole) triethylamine was added to 10 g (42 mmole) 2-[4-(tert-butoxycarbonylamino)phenyl]-1-ethanol dissolved in dichloromethane. The reaction mixture was cooled to -25 C. and 9.34 g (42 mmole) 3-nitrobenzenesulfonyl chloride was added in portions. The reaction mixture was poured on to icewater, the phases were separated and the organic phase was dried (sodium sulfate), filtered and the solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel using dichloromethane as eluent to give 8.3 g (yield 47%) 4-(tert-butoxycarbonylamino)-phenethyl 3-nitro-benzenesulfonate as yellow crystals.

The synthetic route of 104060-23-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6288096; (2001); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 104060-23-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 104060-23-3 as follows.

Compound hA (2.5 g, 10.5 mmol, 1.00 equiv) was dissolved in 25 mL of DCM then cooled to -78C. A Dess-Martin Periodinane solution (DMP, 6.71 g, 15.8 mmol, 1.5 equiv)in DCM (10 mL) was added drop-wise. The cold bath was removed and agitation continued for 1 hour at ambient temperature. The reaction was neutralised with 60 mL of a 50/50 mixture of sodium bicarbonate-saturated aqueous solution and Na2S2O3-saturated aqueous solution. The resulting solution was extracted 3 times with 30 mL of EtOAc. The organic phases were combined, washed twice with NaC1-saturated aqueous solution, dried overanhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified on silica gel (EtOAc/PE 1/15) to yield 1.0 g (40 %) of compound 11B in the form of a pale yellow solid.

According to the analysis of related databases, 104060-23-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIERRE FABRE MEDICAMENT; JOUHANNEAUD, Alexandra; GOETSCH, Liliane; BROUSSAS, Matthieu; BEAU-LARVOR, Charlotte; CHAMPION, Thierry; ROBERT, Alain; HAEUW, Jean-Francois; RILATT, Ian; PEREZ, Michel; (244 pag.)WO2017/72196; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics