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[01561] A suspension of 2-methyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole (1 mmole) in thionyl chloride (5 mL) was warmed at reflux for 4 h. The cooled reaction mixture was evaporated to dryness and the resulting yellow residue was dissolved in methylene chloride and treated with a solution of the corresponding benzyl alcohol (4 mmole) and pyridine (2.5 mmole) in methylene chloride. After stirring at 25 C. for 24 h the reaction mixture was subjected to extraction and chromatography to give the titled compounds.

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Reference:
Patent; Metabasis Therapeutics, Inc.; US6756360; (2004); B1;,
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Preparation of 5: A 100 G reactor containing the solution of compound 4 is charged with N-methylpyrrolidine (9.5 kg; 2.0 eq dissolved in 23 kg of dichloromethane). After 10 minutes, compound 4a (14.0 kg; 1.2 eq) is added, followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (10.2 kg; 1.2 eq in 23 kg dichloromethane). The batch is warmed to 20 C. Upon reaction completion (1-9 hours), the solution is diluted with 327 kg of dichloromethane and charged to a 200 G reactor containing pH 4.5 phosphate buffer (334 kg of 1 M KH2PO4). The batch is agitated for 30 minutes, and the layers are separated. The lower organic layer is washed once more with pH 4.5 phosphate buffer (111 kg of 1 M KH2PO4), then once with brine (212 kg of 2.5% NaCl/water (w:w)). The resulting organic solution is distilled at <35 C. until Karl Fischer analysis of the batch shows <0.05% water. This solution is used directly in the preparation of compound 1f. With the rapid development of chemical substances, we look forward to future research findings about 59012-91-8. Reference:
Patent; AVI BIOPHARMA, INC.; US2009/131624; (2009); A1;,
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Reference of 59012-91-8, Adding some certain compound to certain chemical reactions, such as: 59012-91-8, name is 4-(Hydroxymethyl)phenyl pivalate,molecular formula is C12H16O3, 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 59012-91-8.

Compound M2. [00202] Compound Ml (see below; 7.79 g, 37.4 mmol) was dissolved in anhydrous THF (50 mL) containing N,N-diisopropylethylamine (8.14 mL, 46.8 mmol) under argon, and the resulting solution was chilled down to 0C in an ice-water bath. Diisopropylphosphoramidous dichloride (3.46 mL, 18.8 mmol) was added drop wise via syringe over a period of 5 minutes with stirring and cooling. The reaction mixture was allowed to warm up to room temperature and stirred overnight. Precipitated salts were removed by filtration, and the filtrate was concentrated in vacuum. The residue was dissolved in ethyl acetate (-150 mL) and washed with 5% NaHC03 (3 x 50 mL) followed by brine (50 mL). The organic layer was separated, dried over Na2S04, filtered and concentrated. The product (TLC: Rf -0.6 in ethyl acetate/hexanes/triethylamine (20:80:2)) was isolated using flash chromatography on silica gel column (4 x 20 cm) loading from hexanes/ triethylamine (100:2) and eluting with acetate/hexanes/ triethylamine (20:80:2). Pure fractions were pooled and concentrated to give 8.1 g (79%) of colorless oil. XH NMR (DMSO-d6): delta 7.37 (d, 4H, J=8.6 Hz), 7.07 (d, 4H, J=8.6 Hz), 4.76 – 4.63 (m, 4H), 3.70 – 3.61 (m, 2H), 1.30 (s, 18H), 1.16 (d, 12H, J=6.8 Hz). 31P NMR (DMSO-d6): delta 147.30.

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Reference:
Patent; CEPHEID; GALL, Alexander A.; LOKHOV, Sergey G.; PODYMINOGIN, Mikhail A.; VIAZOVKINA, Ekaterina V.; LUND, Kevin Patrick; WO2015/153510; (2015); A1;,
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Application of 59012-91-8, 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.59012-91-8, name is 4-(Hydroxymethyl)phenyl pivalate, molecular formula is C12H16O3, molecular weight is 208.25, as common compound, the synthetic route is as follows.

Compound M2._:Compound Ml (see above; 7.79 g, 37.4 mmol) was dissolved in anhydrous THF (50 mL) containing Nu,Nu-diisopropylethylamine (8.14 mL, 46.8 mmol) under argon, and the resulting solution was chilled down to 0C in an ice-water bath. (0378) Diisopropylphosphoramidous dichloride (3.46 mL, 18.8 mmol) was added drop wise via syringe over a period of 5 minutes with stirring and cooling. The reaction mixture was allowed to warm up to room temperature and stirred overnight. Precipitated salts were removed by filtration, and the filtrate was concentrated in vacuum. The residue was dissolved in ethyl acetate (-150 mL) and washed with 5% NaHC03 (3 x 50 mL) followed by brine (50 mL). The organic layer was separated, dried over Na2S04, filtered and (0379) concentrated. The product (TLC: Rf~0.6 in ethyl acetate/hexanes/triethylamine (20:80:2)) was isolated using flash chromatography on silica gel column (4 x 20 cm) loading from hexanes/ triethylamine (100:2) and eluting with acetate/hexanes/ triethylamine (20:80:2). Pure fractions were pooled and concentrated to give 8.1 g (79%) of colorless oil. H NMR (DMSO-d6): delta 7.37 (d, 4H, J=8.6 Hz), 7.07 (d, 4H, J=8.6 Hz), 4.76 – 4.63 (m, 4H), 3.70 – 3.61 (m, 2H), 1.30 (s, 18H), 1.16 (d, 12H, J=6.8 Hz). 31P NMR (DMSO-d6): delta 147.30.

Statistics shows that 59012-91-8 is playing an increasingly important role. we look forward to future research findings about 4-(Hydroxymethyl)phenyl pivalate.

Reference:
Patent; CEPHEID; GALL, Alexander A.; LOKHOV, Sergey G.; PODYMINOGIN, Mikhail; VIAZOVKINA, Ekaterina V.; LUND, Kevin Patrick; WO2015/153496; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts