Tag: M.W=100-200

Electric Literature of 37585-16-3, 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. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, The 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.

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
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Reference of 431-38-9, Adding some certain compound to certain chemical reactions, such as: 431-38-9, name is 3-Amino-1,1,1-trifluoropropan-2-ol,molecular formula is C3H6F3NO, 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 431-38-9.

To a solution of intermediate Int-13 (1.0 equiv.) and racemic-3-amino-l,l,l-trifluoropropan-2-ol (3.0 equiv.) in 3: 1 dioxane/water (1.3 mL) was added triethylamine (5.0 equiv.). The reaction mixture was stirred at 90C for 18 h. After cooling to room temperature, the reaction mixture was reduced to half its volume, diluted with 1N aqueous HC1 solution and ethyl acetate. The layers were separated and the organic layer was washed successively with water then saturated aqueous sodium chloride solution, dried (sodium sulfate), and concentrated in vacuo to afford a crude solid. The crude material was purified by reverse phase HPLC using a gradient of 30 to 60% acetonitrile in water (modified by 0.1% formic acid) to provide racemic Compound 1-8 (34.5 mg, 55 % yield) as a pale yellow solid. 1H NMR (500 MHz, CD3OD) d (ppm): 9.35 (s, 1 H), 8.32 (s, 1 H), 8.12 (s, 1 H), 7.80 (s, 1 H), 7.25 – 7.30 (m, 1 H), 7.17 – 7.24 (m, 1 H), 6.99 – 7.02 (m, 1 H), 7.02 – 7.07 (m, 1 H), 4.66 (s, 2 H), 4.33 – 4.41 (m, 1 H), 4.03 (dd, 1 H), 3.76 (dd, 1 H). MS ES+ m/z = 467.2

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. 431-38-9, 3-Amino-1,1,1-trifluoropropan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYCLERION THERAPEUTICS, INC.; RENNIE, Glen, Robert; RENHOWE, Paul, Allan; NAKAI, Takashi; MERMERIAN, Ara; CUMBERBATCH, Helen; (99 pag.)WO2019/126354; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 456-47-3, 3-Fluorobenzyl alcohol, 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, Formula: C7H7FO, blongs to alcohols-buliding-blocks compound. Formula: C7H7FO

General procedure: A round-bottom flask was charged with alcohol (2 mmol), CuOTf (0.1 mmol, 0.05 equiv) (S)-5-(pyrrolidin-2-yl)-1H-tetrazole (0.1 mmol, 0.05 equiv), TEMPO (0.1 mmol, 0.05 equiv), DMAP (0.15 mmol, 0.075 equiv) and CH3CN (5 ml). The reaction mixture was stirred at 25 C open to air until the completion of the reaction, as monitored by TLC. After completion, CH3CN was evaporated under vacuum. The residue was then diluted with CH2Cl2 (5 ml) and filtered through a plug of silica gel to afford the desired product.

The synthetic route of 456-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Yangyang; Xie, Aming; Li, Junjian; Xu, Xiao; Dong, Wei; Wang, Boliang; Tetrahedron; vol. 70; 52; (2014); p. 9791 – 9796;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3840-31-1, name is (3,4,5-Trimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C10H14O4

20 mg of Au-Co composite particle load (0.1 mol%), 13.8 mg K2CO3 (10 mol%), 198.0 mg 3,4,5-trimethoxybenzyl alcohol (1 mmol), 4 mL of methanol was sequentially added to a pressure vessel with a 25 mL glass lining. After replacing the oxygen three times, the pressure was increased to 0.1 MPa, and the reaction was carried out at 80 C for 12 h, and cooled to room temperature. The gas is depressurized, the catalyst is filtered, the filtrate is concentrated by rotary evaporation, and the residue is subjected to column chromatography.White solid productMethyl 3,4,5-trimethoxybenzoate 169.5 mg,The yield was 78%.

With the rapid development of chemical substances, we look forward to future research findings about 3840-31-1.

Reference:
Patent; Dalian Institute of Chemical Physics; Gao Shuang; Li Guosong; Lv Ying; (9 pag.)CN109824513; (2019); A;,
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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. 37729-18-3, name is 2-([1,1′-Biphenyl]-4-yl)ethanol. A new synthetic method of this compound is introduced below., SDS of cas: 37729-18-3

Under nitrogen atmosphere, to a stirred solution of 2-(4-phenylphenyl)-ethanol (0.30 g,1.41 mmol) in dry CH2C12 (15 mL), DMAP (0.014 g, 0.11 mmol) and 2-DPC (0.37 g, 1.70mmol) were added. The reaction mixture was stirred at r.t. for 16h, then diluted with CH2C12 (15mL) and sequentially washed with sat. NH4C1 solution (15 mL) and sat. NaHCO3 solution (315 mL). The organic layer was dried over Na2SO4, filtered and concentrated to dryness giving an oily residue (0.46 g), as a mixture (1:1.7 ratio) of 2-(4-phenylphenyl)-ethyl-2-pyridyl carbonate and 2-(4-phenylphenyl)-ethyl-2-oxopyridine- 1 -carboxylate. The mixture of isomers was not separated and used in the next step without any further purification. R = 2.63 mm. MS (ESI)m/z: 244 [M-H], 266 [M-Na]. MS (ESI) m/z: 242 EM-Hr.

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, 37729-18-3, 2-([1,1′-Biphenyl]-4-yl)ethanol.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; PIOMELLI, Daniele; BANDIERA, Tiziano; BERTOZZI, Fabio; NUZZI, Andrea; FIASELLA, Annalisa; PONZANO, Stefano; PAGLIUCA, Chiara; REGGIANI, Angelo Mario; WO2014/144836; (2014); A2;,
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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.5456-63-3, name is trans-2-Aminocyclohexanol hydrochloride, molecular formula is C6H14ClNO, molecular weight is 151.6345, as common compound, the synthetic route is as follows.Recommanded Product: 5456-63-3

a) 5-Bromo-N-((ilS,R,2RlS,)-2-hydroxy-cyclohexyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinamide5-Bromo-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid (75.0 g, 0.25 mol) was dissolved in DMF (850 mL). To the solution was added TBTU (91.0 g, 0.275 mol), N,N-diisopropylethyl amine (214 mL, 1.25 mol) and (7SR,2RS)-2-amino-cyclohexanol hydrochloride (41.7 g, 0.275 mol). The reaction mixture was stirred for 1.5 h at room temperature. The solvent wasevaporated in vacuo, the residue was partitioned between ethyl acetate (2500 mL) and 1 N sodium hydroxide solution (2000 mL), the water phase was separated, extracted once more with ethyl acetate (1000 mL) and the organic phases were washed 2 times with water (2×1500 mL). Organic phases were pooled, dried with MgS04 and concentrated to about 900 mL. The product precipitated upon stirring and cooling to 0C. Filtration, washing with ethyl acetate/n-heptane (1: 1) and drying in vacuo gave the title compound (81.1 g) as a white solid; MS (ISP) 397, 399 (M)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5456-63-3, trans-2-Aminocyclohexanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ROEVER, Stephan; WRIGHT, Matthew; WO2011/29827; (2011); A1;,
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Synthetic Route of 30379-58-9, 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. 30379-58-9, name is Benzyl 2-hydroxyacetate, molecular formula is C9H10O3, The 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.

To a mixture of starting compound 68 (16 g, 41,1 mmol) and benzyl 2 -hydroxy-acetate 77a (13,6 g, 82,2 mmol) in 160 ml DCE was added Sc(OTf)3 (1,41 g, 2,88 mmol). The solution was stirred at 90C for 16 h to achieve complete conversion. The reaction mixture was poured into 200 ml sat. NaHC03 and extracted with 3 x 100 ml DCM. The combined organic phases were dried over anhydrous Na2S04, filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (PE:EtOAc 1:1) and then reverse flash chromatography (neutral), yielding 12,0 g (60 %) of the title compound 78a as yellow oil. MS [M+H]+ (m/z) = 496,0

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 30379-58-9, Benzyl 2-hydroxyacetate.

Reference:
Patent; SANOFI; HOFMEISTER, Armin; JAHN-HORMANN, Kerstin; (0 pag.)WO2019/170731; (2019); A1;,
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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.30379-58-9, name is Benzyl 2-hydroxyacetate, molecular formula is C9H10O3, molecular weight is 166.17, as common compound, the synthetic route is as follows.SDS of cas: 30379-58-9

(S)-l -benzyl 2-methyl aziridine-l,2-dicarboxylate (5.105 g, 21.70 mmol), and benzyl 2-hydroxyacetate (6.16 ml, 43.4 mmol) were dissolved in DCM (43.4 ml) and cooled to 0C followed by the addition of BF3.0Et2 (0.275 ml, 2.170 mmol). The reaction was stirred for 2 h. TLC showed the aziridine starting material to be consumed. The reaction was stirred for and additional 14 h. Saturated sodium bicarbonate solution was added to the reaction and the biphasic mixture was vigorously stirred for 20 min. The reaction was diluted with DCM and separated from the aquious phase. The organic layer was washed with brine, dried over sodium sulate and concentrated under vacuum. The crude material was purified by flash chromatography using 10-40% EtOAc/Hexanes. The product fractions were collected and the solvent removed under vacuum to give methyl 0-(2-(benzyloxy)-2-oxoethyl)-N-((benzyloxy)carbonyl)-L-serinate, 3.0 (34%). ESI-MS(+) m/z 402.1 (M+l). NMR (400MHz, CHLOROFORM-d) d 7.43 – 7.30 (m, 10H), 5.95 (d, J=8.0 Hz, IH), 5.18 (s, 2H), 5.15 (s, 2H), 4.50 (dt, J=8.4, 3.1 Hz, IH), 4.12 (d, J=2.8 Hz, 2H), 4.10 – 4.04 (m, IH), 3.81 (dd, J=9.4, 3.1 Hz, IH), 3.77 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,30379-58-9, Benzyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SUN, Li-Qiang; ZHAO, Qian; MULL, Eric; GILLIS, Eric P.; SCOLA, Paul Michael; (290 pag.)WO2016/57624; (2016); A1;,
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Reference of 90369-75-8, Adding some certain compound to certain chemical reactions, such as: 90369-75-8, name is (3-Chloro-2-methylphenyl)methanol,molecular formula is C8H9ClO, 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 90369-75-8.

To a solution of phosphorus tribromide (0.422 mL, 4.47 mmol) in Toluene (30 mL) was added (3-chloro-2-methylphenyl)methanol (2 g, 12.77 mmol). The reaction was stirred at RT overnight. The solvent was removed and the residue was partitioned between EtOAc and brine. The organic layer was concentrated and the residue was purified by biotage (5% EA/hexane) to give the product (2.Og, 71%). 1H NMR (400 MHz, CDC13) deltappm 7.36 (m, IH), 7.24 (m, IH), 7.12 (m, IH), 4.56 (s, 2H). 2.48 (s, 3H).

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. 90369-75-8, (3-Chloro-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; LIN, Hong; LUENGO, Juan, I.; RIVERO, Ralph, A.; SCHULZ, Mark, James; XIE, Ren; ZENG, Jin; WO2010/135504; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 27489-62-9, trans-4-Aminocyclohexanol, 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, Computed Properties of C6H13NO, blongs to alcohols-buliding-blocks compound. Computed Properties of C6H13NO

Preparation of N-Boc-£r°ws-4-aminocyclohexanolcrystallization IValphans-4-aminocyclohexanol hydrochloride (Aldrich, 96.5g, 0.636 mole) was added with mechanical stirring to 636 mL of 1.0N NaOH in a 3L 3N RBF, equipped with a 50OmL addition runnel. After a clear solution was obtained 30OmL of dioxane was added, and then the misture was cooled in an ice bath to about 50C. A solution of di-tert-butyldicarbonate (Aldrich, 138.9g, 0.636 mole) in dioxane (30OmL) was added to the addition runnel and added dropwise to the reaction mixture over 1 hour. The reaction was then allowed to slowly warm to room temperature with stirring in the bath overnight (milky white mixture). The whole was extracted with EtOAc (I x 80OmL, 2 x 50OmL), the organics were combined and washed with water and brine. At this point the product began to precipitate from the organic layer. 400 mL of ethanol was added to aid solubility of the product. The mixture was dried over magnesium sulfate then filtered and evaporated to 50OmL. Then hexanes (600 mL) was added slowly with stirring. The product, N-Boc-^ralphaMs-4-aminocycIohexanoI, was filtered, and washed thoroughly with hexanes to afford the product as white flakes. (98g, 72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27489-62-9, trans-4-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/62334; (2007); A2;,
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