Category: esters-buliding-blocks

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. 36692-49-6, name is Methyl 3,4-diaminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 36692-49-6

To a solution of trans-3′-oxospiro [cyclohexane- [1,] [1′ (3’H)-ISOBENZOFURAN]-4-CARBOXYLIC ACID] (20 mg, 0.081 mmol) and methyl 3,4-diaminobenzoate (20 mg, 0.12 mmol) in pyridine (1 mL) was added 1- (3-dimethylaminopropyl)-3- ethylcarbodiimide hydrochloride (25 mg, 0.13 mmol). The mixture was stirred at room temperature for one hour under a nitrogen atmosphere, and then concentrated. After addition of saturated aqueous sodium bicarbonate to the residue, the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was washed with ethyl acetate-hexane, and dried to give the title compound (30.4 mg, 95 [%).]

The synthetic route of 36692-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; WO2004/2986; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 4224-69-5, 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 4224-69-5 as follows.

Cyclopentylamine (5.79 mL, 58.7 mmol, 3.00 eq) and triethylamine (2.73 mL, 19.6 mL, 1.00 eq) were added to DCM (98 mL) and the reaction was cooled to 0 C. Methyl 2-(bromomethyl)acrylate (2.35 mL, 19.6 mmol, 1.00 eq) in DCM (48 mL) was added dropwise. Following addition the reaction was stirred for an additional 30 minutes at 0 C. Water was added and the layers separated. The aqueous layer was extracted with an additional portion of DCM and the combined organics were dried (MgS04), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel using 0- 60% DCM/MeOH/NH4OH (89: 10: 1) afforded 1.19 g (33%) of the title compound as a clear oil: 1H MR (400 MHz, DMSO-d6) 3 6.10 (s, 1H), 5.79 (s, 1H), 3.67 (s, 3H), 3.65 (d, J= 5.9 Hz, 1H), 3.56 (d, J= 15.1 Hz, 1H), 3.21 (d, J= 7.4 Hz, 1H), 2.98 (p, J= 6.2 Hz, 1H), 1.72-1.22 (m, 8H); ES-MS [M+l]+: 184.4.

According to the analysis of related databases, 4224-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig, W.; NISWENDER, Kevin; (90 pag.)WO2017/117556; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 55666-42-7, 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. 55666-42-7, name is tert-Butyl 2-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

tert-Butyl 2-bromobenzoate (129 mg, 0.502 mmol) and anhydrous THF (5 mL) were put into a dried flask inside of which was substituted with argon. The mixture was cooled to -78 C., and then added with 1M sec-BuLi (0.30 mmol), and the mixture was stirred for 20 minutes. The mixture was slowly added with 4,5-dichloro-3,6-diOTBDMS-Si-xanthone (11.3 mg, 0.0200 mmol) dissolved in anhydrous THF (5 mL) at the same temperature, and the mixture was returned to room temperature. The mixture was stirred at room temperature for 1 hour, and then added with 2 N HCl (10 mL), and the mixture was stirred for 20 minutes. The mixture was extracted with dichloromethane, and the organic layer was washed with brine, and dried over Na2SO4. The solvent was removed, then the residue was added with TFA (5 mL), and the mixture was stirred at room temperature for 2 hours. The solvent was removed, and then the residue was purified by HPLC to obtain 2-COOH DCTM (5.7 mg, 0.013 mmol, yield 64%). 1H-NMR (400 MHz, CD3OD): delta 0.83 (s, 3H), 0.98 (s, 3H), 6.85 (d, 2H, J=8.8 Hz), 6.89 (d, 2H, J=8.8 Hz), 6.98 (d, 1H J=7.8 Hz), 7.51 (td, 1H, J=1.0, 7.6 Hz), 7.60 (td, 1H, J=1.0, 7.6 Hz), 7.90 (d, 1H, J=7.8 Hz) 13C-NMR (100 MHz, CD2COCD2): delta-0.2, 0.5, 90.0, 119.8, 123.6, 124.3, 126.4, 127.1, 127.8, 129.9, 135.1, 136.2, 136.7, 153.6, 158.3, 171.2 HRMS (ESI+): m/z Found 443.0241, calculated 443.0273 for [M+H]+ (-3.2 mmu)

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

Reference:
Patent; THE UNIVERSITY OF TOKYO; Nagano, Tetsuo; Hanaoka, Kenjiro; Koide, Yuichiro; Egawa, Takahiro; Hirabayashi, Kazuhisa; US2013/289256; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 106685-41-0 as follows. Recommanded Product: 106685-41-0

Example 11; Preparation of 6-[3-(l-adamantyl)-4methoxy phenyl]-2 naphthoic acid (Adapalene) (I): The compound (V) (9.45 g, 22mmol) was dissolved in 1,4-Dioxane (95 ml) at reflux temperature and KOH (6.3 g, 11 mmol in 30 ml water) was added in a drop wise manner for 15 min. The reaction mixture was refluxed for 2-4 hrs and then cooled when the potassium salt of adapalene is precipitated, filtered and washed with methanol (25 ml). This salt of adapalene was acidified with 2 N HCl, solid separated, filtered and dried to obtain crude adapalene. The crude was recrystallized from THF-ethyl acetate. [Yield: 5.0 g, 81 %; Purity: HPLC > 99 %]

According to the analysis of related databases, 106685-41-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; USV LIMITED; WO2007/125542; (2007); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 52727-57-8,Some common heterocyclic compound, 52727-57-8, name is Methyl 2-amino-5-bromobenzoate, molecular formula is C8H8BrNO2, 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 4 (6.90 g, 30 mmol, 1.0 eq.) was added sequentially to a 100 mL dry three-necked flask with a magnetic rotor and a condensing tube.2,5-Dimethylbenzeneboronic acid (3.84 g, 31.5 mmol, 1.05 equivalent),Pd(PPh3)4 (1.04g, 0.9mmol, 0.03 equivalents),K2CO3 (8.29g, 60mmol, 2.0 equivalents),Swap three times with nitrogen, was added 1,4-dioxane (30mL) and H2O (15mL) under nitrogen.The temperature of the oil bath was raised to 100 C and the reaction was stirred for 6.0 hours.After cooling to room temperature, it was extracted three times with 30 mL of ethyl acetate.Then, filtration, distillation under reduced pressure, removal of the solvent, dry-loading, separation and purification using a silica gel column chromatography column, the eluent is petroleum ether / ethyl acetate = 20:1,5.29 g of a white solid were obtained in a yield of 69%. Used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-amino-5-bromobenzoate, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Ruisheng Optoelectric Science And Technology (Changzhou) Co., Ltd.; Li Guijie; Huang Da; Chen Shaohai; (53 pag.)CN109678907; (2019); A;,
Ester – Wikipedia,
Ester – 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. 18469-52-8, name is Methyl 4-(aminomethyl)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H11NO2

General procedure: To a solution of phenethylamine (200 mg, 1.65 mmol) and Et3N (0.64 mL, 4.95 mmol) in anhydrousTHF (2.5 mL) cooled with an ice bath, a solution of CS2 (0.12 mL, 1.98 mmol) was slowly dropped in.The reaction solution was stirred at room temperature for 0.5 h, after which AcCl (0.14 mL, 1.98 mmol)was dropped in at 0 C, and after 5 min the mixture was warmed to room temperature for 15-30 min.When the starting amine was finished, as verified by checking thin layer chromatography (T.L.C.),1MHCl (aq., 2 mL) was added to quench the reaction. The solution was extracted by EtOAc three times.All organic phases were combined and washed with brine, dried over Na2SO4, and finally filtered andconcentrated under reduced pressure. The residue was purified by column chromatography on silicagel (EtOAc/petroleum = 1/1) to provide phenethyl isothiocyanate (PEITC) (253 mg, 94%).

The synthetic route of 18469-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luo, Bingling; Wang, Jiankang; Li, Xiaobing; Lu, Wenhua; Yang, Jing; Hu, Yumin; Huang, Peng; Wen, Shijun; Molecules; vol. 22; 6; (2017);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 145576-28-9, 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 145576-28-9 as follows.

To a solution of dry dicyclohexylamine (0.777 mL, 3.90 mmol) in toluene (20 mL) in a round-bottom flask at 0 C. under Ar was added n-butyllithium (2.44 mL, 3.90 mmol) slowly. The reaction was stirred at 0 C. for 30 min. To this prepared lithium dicyclohexylamide solution was added ethyl 4-methylenecyclohexanecarboxylate (555 mg, 3.30 mmol) in toluene (1 mL) slowly over a period of 5 min. The reaction mixture was stirred at 0 C. for additional 30 min to generate the lithium enolate. In a 5 mL pear-shaped flask was placed di-p-bromobis(tri-tert-butylphosphino)dipalladium (I) (1.2 mg, 1.5 mumol) and the flask was capped with a rubber septum. Argon gas was flushed through the flask for 10 min. 1-Bromo-3-phenoxybenzene (747 mg, 3 mmol) in toluene (1 mL) was then added. The resulting solution was transferred via cannula into the round-bottom flask containing the 0 C. THF solution of the lithium enolate of the ethyl ester. Additional toluene (2×0.5 mL) was added to the pear-shaped flask, and this solution was also transferred into the round-bottom flask by cannula. The reaction mixture was allowed to warm to rt and stirred at rt for 3 days. The reaction was quenched with saturated aq. NH4Cl and diluted with EtOAc. The organic layer was washed with water and brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by preparative HPLC (PHENOMENEX Axia 5mu C18 30×100 mm column; detection at 220 nm; flow rate=40 mL/min; continuous gradient from 30% B to 100% B over 10 min+2 min hold time at 100% B, where A=90:10:0.1 H2O:MeOH:TFA and B=90:10:0.1 MeOH:H2O:TFA) to afford the title compound (221 mg, 22% yield) as a colorless oil. LCMS, [M+H]+=337.1. 1H NMR (500 MHz, CDCl3) delta 7.38-7.33 (m, 2H), 7.33-7.27 (m, 1H), 7.19-7.10 (m, 3H), 7.04-6.99 (m, 2H), 6.89 (ddd, J=8.0, 2.4, 0.8 Hz, 1H), 4.68 (s, 2H), 4.17 (q, J=7.2 Hz, 2H), 2.61-2.53 (m, 2H), 2.36-2.21 (m, 4H), 1.88-1.79 (m, 2H), 1.22 (t, J=7.0 Hz, 3H).

According to the analysis of related databases, 145576-28-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhang, Hao; Cheng, Peter T.W.; Chen, Sean; Tao, Shiwei; Wu, Shung C.; Negash, Lidet A.; US2014/275173; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 50893-36-2, The chemical industry reduces the impact on the environment during synthesis 50893-36-2, name is 1-Chloroethyl ethyl carbonate, I believe this compound will play a more active role in future production and life.

EXAMPLE 119B 1-(Ethyloxycarbonyloxy)ethyl 4-{N-butyl-N-[(2′-[N-triphenylmethyl-1H-tetrazol-5-yl]biphenyl-4-yl)methyl]amino}pyrimidine-5-carboxylate The compound resulting from Example 119A (1.00 g, 1.5 mmol) was dissolved in anhydrous dimethylformamide (3 mL) and potassium carbonate (616 mg, 4.5 mmol), 1-chloroethyl ethyl carbonate (460 mg, 3 mmol), sodium iodide (450 mg) and triethylamine (5 drops) were added. After stirring at ambient temperature for 30 hours, the reaction mixture was poured into saturated aqueous ammonium chloride and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sulfate and sodium carbonate, and concentrated under reduced pressure. Chromatography eluding with ethyl acetate/hexane mixtures provided the title compound as an amorphous solid (470 mg, 40percent).

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, 1-Chloroethyl ethyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Laboratories; US5250548; (1993); A;,
Ester – Wikipedia,
Ester – 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. 1014645-87-4, name is Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C11H14ClNO2

To a solution of (3R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1 .0]hexane-3- carboxylic acid (syn-anti diastereoisomer mixture 10/2) (D27) (3.06 g, 13.5 mmol) in dry DMF (15 ml) under N2 atmosphere HOBT.H20 (2.06 g, 13.46 mmol), EDC.HCI (3.87 g, 20.20 mmol), methyl 4-(1 -aminocyclopropyl)benzoate hydrochloride (3.06 g, 13.46 mmol) and TEA (4.7 ml, 33.7 mmol) were added in sequence. The mixture was stirred for 2 hrs at RT, then the solvent was evaporated in vacuo and the residue taken up in AcOEt (500ml), washed twice with water (50 ml), dried over Na2SO4 and evaporated to afford a residue which was loaded on a SNAP-Si cartridge (100g) and eluted with a mixture DCM/AcOEt from 10/0 to 9/1 . Collected fractions after solvent evaporation afforded the two diastereoisomer (D73a) (2.55 g) and (D73b) (880 mg). (D73a) (syn diastereoisomer) MS: (ES/+) m/z: 401 .4 [MH+] C22H28N2O5 requires 400.20 1 H NMR (400 MHz, DMSO-d6) delta (ppm): 8.70 (s, 1 H), 7.90 – 7.76 (m, 2 H), 7.34 – 7.19 (m, 2 H), 4.52 – 4.35 (m, 1 H), 3.84 (s, 3 H), 3.43 – 3.32 (m, 1 H), 2.67 -2.39 (m, 1 H), 1 .88 – 1 .74 (m, 1 H), 1 .52 – 1 .33 (m, 10 H), 1 .27 – 1 .12 (m, 4 H), 1 .09 – 0.92 (m, 1 H), 0.66 – 0.53 (m, 1 H). (D73b) (anti diastereoisomer) MS: (ES/+) m/z: 401 .4 [MH+] C22H28N2O5 requires 400.20 1 H NMR (400 MHz, DMSO-d6) delta (ppm): 8.69 – 8.52 (s, 1 H), 7.90 – 7.73 (m, 2 H), 7.35 – 7.19 (m, 2 H), 3.93 – 3.75 (m, 4 H), 3.36 – 3.30 (m, 1 H), 2.35 – 2.19 (m, 1 H), 2.12 – 2.02 (m, 1 H), 1 .90 – 1 .74 (m, 1 H), 1 .47 – 1 .30 (m, 9 H), 1 .25 – 1 .07 (m, 4 H), 0.73 (td, J = 5.4, 8.8 Hz, 1 H), 0.39 (br. s., 1 H).

The synthetic route of 1014645-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; PUCCI, Sabrina; STASI, Luigi, Piero; ROVATI, Lucio; WO2013/4290; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 7459-46-3 as follows. category: esters-buliding-blocks

To a solution of compound 30 (495 g, 2.01 mol) in tert-butanol (4 L) was added NaBH4 (434 g, 12.04 mol) with vigorous stirring at RT under N2 atmosphere. To this stirred solution was added methanol (250 mL) in three portions during 45 mins maintaining a gentle reflux. The reaction mixture was slowly warmed to 80 °C and allowed to reflux at the same temperature for over night. The reaction mixture was cooled, added 5M hydrochloric acid to get pH = 7 (app). The mixture was filtered, the residue washed with ethanol (2 x 500 mL) and combined the organic layers. The solvent was removed under vacuum and the crude product was purified by column chromatography on silica gel (10percent methanol in chloroform) to give the title compound (160 g, 66percent). TLC: Chloroform/Methanol, 4: 1, Rf=0.2

According to the analysis of related databases, 7459-46-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDIVIR AB; WO2005/65689; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics