Category: 39590-81-3

Application of 39590-81-3, 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 39590-81-3 as follows.

To a solution of (1-hydroxymethylcyclopropyl)methanol (1.02 g, 10 mmol) in DMF (20 mL),Add imidazole (1.36g, 20mmol) and cool to 0C.Add TBDPSCl (2.75 g, 10 mmol),The crude product was purified by column chromatography after 12 h of reaction to give compound 1-26 (2.046 g, yield 60%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39590-81-3, its application will become more common.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Yu Hua; Dong Zhenwen; Du Jing; Wang Runjiang; Liu Wei; Zeng Hong; Song Hongmei; Ge Yong; Wang Lichun; Wang Jingyi; (44 pag.)CN107814798; (2018); A;,
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Synthetic Route of 39590-81-3, 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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. A new synthetic method of this compound is introduced below.

Method A, Step 1To a solution of i-hydroxymethylcyclopropylmethanol AA1 (10 g, 98 mmol) in DMF (300 ml_) was added tert-butylchlorodiphenylsilane (26.3 ml_, 100 mmol) followed by diisopropylethylarnine (170 mL) and the reaction was stirred at RT overnight. The final mixture was quenched with water and extracted with EtOAc. The organic layer was washed with 3N HCI, sat NaHCO3, brine, dried over Na2SO4 and concentrated. The residue was purified by chromatography over silica gel (eluted with DCM/MeOH 100:0 to 80:20) to give 18.5 g (55%) of product AA2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2009/61699; (2009); A1;,
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Application of 39590-81-3, 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 39590-81-3 as follows.

[1-(Hydroxymethyl)cyclopropyl]methanol obtained from Step A (0.2 g, 1.96 mmol), 4-bromo-2,6-difluoro-phenol (0.314 g, 1.5 mmol) and triphenylphosphine (0.393 g, 1.5 mmol) were dissloved in 24 mL of THF. Diisopropyl azocarboxylate (0.3 mL, 1.5 mmol) was added thereto, and the reaction mixture was stirred for 16 hours at room temperature. The mixture was concentrated under reduced pressure and purified by column chromatography to obtain the title compound (0.307 g, 70 %). 1H NMR (CDCl) delta 7.08 (2H, m), 4.08 (2H, s), 3.68 (2H, d), 1.84 (1H, t, OH), 0.62 (4H, m)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39590-81-3, its application will become more common.

Reference:
Patent; LG LIFE SCIENCES LTD.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; WO2014/209034; (2014); 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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Reference of 39590-81-3, 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 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows.

1,1-cyclopropanedimethanol (102 g, 1 Omol) was dissolved in dichloromethane,Triethylamine (303 g, 3 Omol) was added, cooled to 0 C, thionyl chloride (238 g, 2 Omol) was added dropwise, and reacted at 0 C to room temperature for 6-8 hours.The reaction was quenched by the addition of saturated ammonium chloride solution, separated, the organic phase was concentrated to remove the solvent and a small amount of petroleum ether was beaten to obtain 137.4 g of the yellow solid product 1,1_cyclopropanedimethanol sulfinate and the molar yield was 93%.

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 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Fu Chenchen; (11 pag.)CN104788361; (2017); B;,
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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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, 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. SDS of cas: 39590-81-3

Thionyl chloride (3 mL, 42.2 mmol) was added dropwise to a solution of 6-bromo-2-(4-chloro-2- (methylsulfonyl)benzyl)-3-(4-chlorophenyl)-4-fluoro-3-hydroxyisoindolin-1 -one (Example 35, Step 4 ) (4.72 g, 8.44 mmol) in THF (50 mL) at 0 C under a nitrogen atmosphere. DMF (20 drops) were added and the orange solution was allowed to warm to rt over 1 d. The reaction mixture was concentrated in vacuo and dissolved in THF (40 mL). Cyclopropane-1 ,1 -diyldimethanol (1 .72 g, 16.9 mmol) was added followed by K2C03 (2.33 g, 16.9 mmol) and the orange mixture was stirred at rt under an atmosphere of nitrogen for 1 d. DCM and water were added and the layers separated. The aqueous layer was extracted with DCM and the combined organic layers were dried (phase separator) and concentrated in vacuo. The residue was purified by Biotage (30 – 35% EtOAc in iso-hexanes) to give the title compound (3.33 g, 61 %) as a pale yellow solid. NMR (400 MHz, DMSO) 8.01 (1 H, d), 7.95 (1 H, dd), 7.79 (1 H, d), 7.56 (1 H, dd), 7.36 (2H, d), 7.30 – 7.26 (3H, m), 5.01 – 4.90 (2H, m), 4.45 (1 H, t), 3.48 – 3.31 (2H, m), 3.29 (3H, s), 3.05 – 2.96 (2H, m), 0.42 – 0.40 (2H, m), 0.27 (1 H, d), 0.19 (1 H, dd).

With the rapid development of chemical substances, we look forward to future research findings about 39590-81-3.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; CHESSARI, Gianni; HOWARD, Steven; BUCK, Ildiko Maria; CONS, Benjamin David; JOHNSON, Christopher Norbert; HOLVEY, Rhian Sara; REES, David Charles; ST. DENIS, Jeffrey David; TAMANINI, Emiliano; GOLDING, Bernard Thomas; HARDCASTLE, Ian Robert; CANO, Celine Florence; MILLER, Duncan Charles; CULLY, Sarah; NOBLE, Martin Edward Maentylae; OSBORNE, James Daniel; PEACH, Joanne; LEWIS, Arwel; HIRST, Kim Louise; WHITTAKER, Benjamin Paul; WATSON, David Wyn; MITCHELL, Dale Robert; (293 pag.)WO2017/55860; (2017); 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.39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, molecular weight is 102.13, as common compound, the synthetic route is as follows.Formula: C5H10O2

a) [1-[5-Methyl-3-(quinolinyl-8-sulfonyloxy)phenoxy]methyl]-cyclopropylmethanol To 250 mg (0.75 mmol) of 5-methyl-3-(quinolinyl-8-sulfonyloxy)phenol, as prepared in step a of example 15, 170 mg (1.7 mmol) of 1,1-di(hydroxymethyl)cyclopropane (as prepared in US Patent 5472964), and 370 muL (1.49 mmol) of tri-n-butylphosphine in 5 mL of anhydrous tetrahydrofuran was added 378 mg (1.5 mmol) of 1,1′-(azodicarbonyl)dipiperidine. The reaction mixture was stirred at ambient temperature for 2 days. The reaction mixture was diluted with diethyl ether, filtered, and the filtrate concentrated. The residue was purified by flash chromatography (dichloromethane / ethyl acetate (2: 1 to 1: 1)) to give the title compound as a gum (177 mg. 59%). 1H-NMR (300 MHz, CDCl3) delta 9.27 (dd, 1 H, J = 2, 4 Hz), 8.42 (dd, 1 H, J = 1.5,7.5 Hz), 8.30 (dd, 1 H, J = 2, 8 Hz), 7.06 – 7.65 (m, 2 H), 6.56 (s, 1 H), 6.44 – 6.47 (m, 2 H), 3.73 (s, 2 H), 3.56 (d, 2 H, J = 5.5 Hz), 2.17 (s, 3 H), 1.79 (t, 1 H, J = 5.5 Hz), 0.53 – 0.62 (m, 4 H). Mass spectrum (MALDI-TOF, alpha-cyano-4-hydroxycinnamic acid matrix) calcd. for C21H21NO5S: 400.1 (M +H). Found: 399.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; Ortho-McNeil Pharmaceutical, Inc.; EP906091; (2006); B1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, 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 C5H10O2, blongs to alcohols-buliding-blocks compound. Computed Properties of C5H10O2

To a stirring solution of cyclopropane-l, l-diyldimethanol (2 g, 19.60 mmol) in dimethylformamide (30 mL) at 0 C, was added potassium tertiarybutoxide (1.095 g, 9.73 mmol) and stirred for 1 h. To this methyl iodide (5.5 g, 38.73 mmol) was added to the above reaction mixture and the resultant reaction mixture was stirred at 0 C for 45 min. The reaction mixture was diluted with water and extracted with ethylacetate (3 x). The combined ethyl acetate layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification by column chromatography (silica gel, 0-30% ethyl acetate in pet ether) afforded 1- (methoxymethyl)cyclopropyl)methanol as a solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; LEO PHARMA A/S; NIELSEN, Simon Feldbaek; HORNEMAN, Anne Marie; LAU, Jesper Faergemann; LARSEN, Jens Christian H°jland; WO2011/134468; (2011); 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.

Step 1; Synthesis of 1,1-bis(methanesulfonyloxymethyl)cyclopropane 1,1-Bishydroxymethylcyclopropane(3.0 g, 29.4 mmol) in 40 ml of dichloromethane was mixed with triethylamine (11.9 g, 118 mmol), and methanesulfonyl chloride (10.1 g, 88.2 mmol) was added dropwise with cooling with ice. The reaction solution was stirred for 2 hours while it was gradually warmed to room temperature. After the reaction, chloroform and water were added, and the organic layer was separated, washed with water, then dried with saturated aqueous sodium chloride and over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (n-hexane/ethyl acetate = 9/1 to 1/1) to obtain 2.85 g of the desired product 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. 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nissan Chemical Industries, Ltd.; EP2336104; (2011); A1;,
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Alcohols – Chemistry LibreTexts

Application of 39590-81-3 , The common heterocyclic compound, 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, 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.

Preparation 22 Synthesis of [l-({[t-butyl (diphenyl) silyl] oxy} methyl) cyclopropylmetbanol Lithium aluminum hydride (LAH) 15.3g was dissolved in 39g of tetrahydrofuran, and 11.7g of the carboxylic acid prepared in Preparation 21 was slowly added dropwise at OIT. The reaction solution was refluxed for 17 hours. The reaction was stopped by adding 10% HCl at room temperature and the mixture was extracted with ethyl acetate. The extract was distilled under reduced pressure and the residue was purified by silica gel column to give 8.2g of diol compound. ‘H NMR (CD3) 6 0.56 (s, 4H), 2.22 (s, 2H), 3.63 (s, 4H) The compound thus obtained (400mg) was dissolved in 12mNo. of THF, 184mg of NaH and 1. 16g of t-butyldiphenylsilylchloride (TBDPSCI) were added, and the resulting mixture was refluxed for 6 hours. The reaction was stopped by adding I OmUSD of water and the mixture was extracted with ethyl acetate, The extract was distilled under reduced pressure and the residue was purified by silica gel column to give l. lg of the title compound. 1H NMR(CDCl3) No. 0.33 (t, 2H), 0. 48 (t, 2E9, 1.23 (s, 9H), 3.59 (d, 4H), 7.42 (m, 6H), 7.68

The synthetic route of 39590-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2005/79812; (2005); A1;,
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