Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 4704-94-3, 2-(Hydroxymethyl)propane-1,3-diol, 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, Application In Synthesis of 2-(Hydroxymethyl)propane-1,3-diol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(Hydroxymethyl)propane-1,3-diol

To tetrahydrofuran suspension (150 ml) of 13 (4.90 g, 46.17 mmol), acetone dimethyl acetal (6.56 ml, 53.54 mmol) and toluene sulfonic acid hydrate (0.26 g, 1.39 mmol) were added while shaking at room temperature, and stirred for 3 hours at room temperature. The reaction mixture was added triethylamine (3 ml), and evaporated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (solvent: chloroform/methanol = 10/1), to obtain 14 (6.38 g, 95percent) of oily colorless substance. APCI-MS m/z 147[M+H]+

The synthetic route of 4704-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tohoku University; EP2103611; (2009); A1;,
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Reference of 115-70-8, Adding some certain compound to certain chemical reactions, such as: 115-70-8, name is 2-Amino-2-ethylpropane-1,3-diol,molecular formula is C5H13NO2, 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 115-70-8.

EXAMPLE 12 (6918-43) Preparation of 4-ethyl-4-hydroxymethyl-2-oxazolidinone. A two-liter three-necked flask equipped with a thermometer, condenser, stirrer, and nitrogen inlet was charged with 2-amino-2-ethyl- 1,3-propandiol(786g, 6.3 mole) and urea(380 g, 6.3 mole). The reaction mixture was heated to 125 C. for seven hours and then 170 C. until no more gas releasing was observed. About 929 g of product was obtained. The product was confirmed by NMR spectrum to be 4-ethyl-4-hydroxymethyl-2-oxazolidinone. The reaction may be depicted as follows: STR17

According to the analysis of related databases, 115-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huntsman Corporation; US5422042; (1995); A;,
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Adding a certain compound to certain chemical reactions, such as: 68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride, 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, name: (1S,2S)-2-Aminocyclopentanol hydrochloride, blongs to alcohols-buliding-blocks compound. name: (1S,2S)-2-Aminocyclopentanol hydrochloride

5-Methyl-4-(4-(1-methyl-1H-pyrazol-3-yl)benzyl)picolinic acid (507 mg), (1S,2S)-2-aminocyclopentanol hydrochloride (454 mg), WSC (632 mg), HOBt (446 mg) and triethylamine (334 mg) were stirred in DMF (20 mL) under a nitrogen atmosphere at room temperature overnight. To the reaction mixture were added water and triethylamine (1 mL), and the mixture was extracted 4 times with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol) and crystallized from ethyl acetate-hexane to give the title compound (537 mg). 1H NMR (300 MHz, CDCl3) delta 1.61-1.92 (4H, m), 2.04-2.16 (1H, m), 2.18-2.27 (1H, m), 2.29 (3H, s), 3.94 (3H, s), 3.96-4.02 (1H, m), 4.04 (2H, s), 4.07-4.18 (1H, m), 4.60 (1H, d, J = 1.5 Hz), 6.50 (1H, d, J = 2.3 Hz), 7.13 (2H, d, J = 8.1 Hz), 7.36 (1H, d, J = 2.3 Hz), 7.70 (2H, d, J = 8.1 Hz), 8.00 (1H, s), 8.11 (1H, d, J = 3.0 Hz), 8.28 (1H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; KIMURA, Eiji; SUZUKI, Shinkichi; ASHIZAWA, Tomoko; IMAEDA, Toshihiro; FUJIMORI, Ikuo; ARAI, Ryosuke; (82 pag.)EP3156397; (2017); A1;,
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Synthetic Route of 39590-81-3, Adding some certain compound to certain chemical reactions, such as: 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane,molecular formula is C5H10O2, 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 39590-81-3.

2. Alternative Procedure [0148] 1,1-Bis(hydroxymethyl)cyclopropane (40.00 g, 388 mmol) was added to a flask followed by acetone (400 mL, 15 vol) and the reaction was cooled to 0 C. Triethylamine (87.16 g, 861 mmol, 2.2 eq.) was added to the reaction and then methanesulfonyl chloride (98.68 g, 861 mmol, 2.2 eq) was added slowly such that the internal temperature does not rise above 10 C. A white precipitate forms during the addition of methanesulfonyl chloride. After the addition is complete, the reaction was allowed to stir at 0 C. for 1 h and then warmed to 20 C. and allowed to stir for 2 hours. [0149] Once the reaction was judged complete, 800 mL (30 volumes) water were added and the reaction was stirred for 15 minutes. The reaction was then filtered and washed with 100 mL water. The product was isolated on the filter as a white solid. Upon drying under vacuum at 20 C., yield 85.5 g, 86%. 1H NMR (400 MHz, CDCl3) delta 4.16 (s, 2H), 3.06 (s, 3H), 0.83 (s, 2H).

According to the analysis of related databases, 39590-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; Scott, Robert William; Vitale, Justin Philip; Matthews, Kenneth Stanley; Teresk, Martin Gerald; Formella, Alexandra; Evans, Jared Wayne; US2013/324740; (2013); A1;,
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Electric Literature of 4442-79-9, 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. 4442-79-9, name is 2-Cyclohexylethanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of oleoside 11-methylester tetraacetate 3 or oleoside tetraacetate 5 (1 equiv.) in dichloromethane were added at 0C 1.2 equiv of trichlorobenzoyl chloride and 1.4 equiv triethylamine. After 2h stirring at room temperature, the mixture was cooled to 0C and a solution of alcohol/thiol/amine (1.5 equiv.) in dichloromethane and DMAP (1.4 equiv.) were added. After stirring for 2hat room temperature, the mixture was quenched with a saturated aqueous solution of NH4Cl and extracted with dichloromethane and ethyl acetate. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. Purification by flash chromatography (cyclohexane/ethylacetate 1:1) led to the acetylated derivatives.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4442-79-9, 2-Cyclohexylethanol, and friends who are interested can also refer to it.

Reference:
Article; Samara, Pinelopi; Christoforidou, Nikoleta; Lemus, Christelle; Argyropoulou, Aikaterini; Ioannou, Kyriaki; Vougogiannopoulou, Konstantina; Aligiannis, Nektarios; Paronis, Efthimios; Gaboriaud-Kolar, Nicolas; Tsitsilonis, Ourania; Skaltsounis, Alexios-Leandros; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 11 – 29;,
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Electric Literature of 1805-32-9 ,Some common heterocyclic compound, 1805-32-9, molecular formula is C7H6Cl2O, 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: Dissolved e1 – e3 (1.0 equiv) completely in dry DMF, then added NaH (2.2 equiv) to the reaction slowly at 0 C and the resulting mixture was stirred for 20 minutes, and then corresponding R2(CH2)nOH or g1 – g5 (1.2 equiv) was added and the reaction mixture was stirred for 1 h at room temperature. Then it was quenched by H2O, washed with brine and extracted with ethyl acetate. The combined organic layers were dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by chromatography on a silica gel chromatography (petroleum ether/ ethyl acetate = 8:1 to 4:1) to give corresponding products h1 – h22 (yield 75% – 89%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1805-32-9, its application will become more common.

Reference:
Article; Cheng, Kai; Li, Shiyu; Lv, Xiao; Tian, Yongbin; Kong, Haiyan; Huang, Xufeng; Duan, Yajun; Han, Jihong; Xie, Zhouling; Liao, Chenzhong; Bioorganic and Medicinal Chemistry Letters; vol. 29; 8; (2019); p. 1012 – 1018;,
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Related Products of 403-41-8, Adding some certain compound to certain chemical reactions, such as: 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol,molecular formula is C8H9FO, 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 403-41-8.

General procedure: beta-Dicarbonyl compound (3.0 mmol) and alcohol (1.0 mmol) were combined in 2 mL of nitromethane, and H2SO4 (2.7 muL, 0.05 mmol) was added, and the resulting mixture was stirred under 101 oC with the microwave irradiation (650 W, 70%) for 5 min. Then Na2CO3 (10 mg) was added to the reaction mixture to quench the reaction and the solvent of the reaction mixture was removed under reduced pressure and the residue was passed through the flash column chromatography on silica gel to afford the product.

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. 403-41-8, 1-(4-Fluorophenyl)ethyl Alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xia, Fei; Zhao, Zheng Le; Liu, Pei Nian; Tetrahedron Letters; vol. 53; 23; (2012); p. 2828 – 2832;,
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Related Products of 115652-52-3 ,Some common heterocyclic compound, 115652-52-3, molecular formula is C4H10ClNO, 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 mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (40 mg, 0.1 mmol) , (1-aminocyclopropyl) methanol hydrochloride (16 mg, 0.13 mmol) , DIPEA (60 mg, 0.46 mmol) in DMF (1 mL) was added HATU (50 mg, 0.13 mmol) at rt and the mixture was stirred at rt for 3 hrs. The mixture was diluted with 15 mL of EtOAc, washed with brine (5 mL x 3) , dried over Na 2SO 4, concentrated and the resulted oil was purified by prep-TLC (EtOAc: 100%) to give the title product (28.0 mg, yield: 61%) after lyophilization. 1H NMR (400 MHz, DMSO-d6) delta 8.22 (s, 1H) , 8.10 -7.82 (m, 3H) , 7.75 (s, 1H) , 7.35 -7.19 (m, 4H) , 7.11 (d, J = 8.0 Hz, 2H) , 6.79 -6.69 (m, 1H) , 4.55 (t, J = 5.6 Hz, 1H) , 3.59 (dd, J = 11.2, 6.0 Hz, 1H) , 3.41 (dd, J = 11.2, 5.6 Hz, 1H) , 2.25 (s, 3H) , 0.73 -0.50 (m, 4H) . MS: M/e 459 (M+1) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
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Related Products of 445-26-1 ,Some common heterocyclic compound, 445-26-1, molecular formula is C8H9FO, 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.

Example 122 1-(2-Fluorophenyl)ethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (77 mg) was added to toluene/triethylamine = 10/1 (8 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (117 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 2-fluoro-alpha-methylbenzyl alcohol (55 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (101 mg, yield 78%). Mass spectrometry value (ESI-MS, m/z): 524 (M++1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,445-26-1, its application will become more common.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
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Related Products of 623-04-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.623-04-1, name is (4-Aminophenyl)methanol, molecular formula is C7H9NO, molecular weight is 123.1525, as common compound, the synthetic route is as follows.

To a solution of N-ethoxycarbonyl-2-ethoxy-1,2- dihydroquinoline(EEDQ) (3.15 g, 2.59 mmol) and Fmoc-L-Leu (1, 4.15 g,2.35 mmol) in anhydrous DCM (250 mL) was added 4-aminobenzylalcohol (PAB-OH) (1.55 g, 2.59 mmol). The mixture was continuouslystirred at room temperature for 24 h. The solvent was thenevaporated under reduced pressure and the resulting residue waspurified by silica gel chromatography (DCM/MeOH 50 : 1 to 10 :1) to afford 2 (1.00 g, 73%) as a colorless powder. ESI-MS: m/z 459.2[MH], 481.2 [MNa], HPLC analysis (l 220 nm) > 95% of peakarea.

Statistics shows that 623-04-1 is playing an increasingly important role. we look forward to future research findings about (4-Aminophenyl)methanol.

Reference:
Article; Hao, Yun-Peng; Liu, Zheng-Yu; Ning, Jin-Feng; Sun, Xun; Tang, Mei-Lin; Zhou, Lu; European Journal of Medicinal Chemistry; vol. 193; (2020);,
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