Category: 39590-81-3

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. 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. 39590-81-3

Example 136A {1-[(benzyloxy)methyl]cyclopropyl}methanol To a cold (0 C.) solution of 1,1-bis(hydroxymethyl)cyclopropane (5.00 g, 49.0 mmol) in N,N-dimethylformamide (100 ml) was added 60% sodium hydride in mineral oil (1.958 g, 49.0 mmol) in portionwise manner Benzylbromide (5.82 mL, 49.0 mmol) was added to the reaction mixture at room temperature resulting in a slight exotherm. The reaction mixture was stirred at room temperature for 18 hours, and partitioned between 1N HCl solution and methyl tert-butyl ether. The layers were separated and the aqueous layer was washed with CHCl3:isopropyl alcohol (120 mL:40 mL). The combined organic extracts were dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The resulting crude product was purified by flash chromatography using a 220 gm cartridge, eluting with 10-70% methyl tert-butyl ether/heptanes to afford 6.58 g of the title product as colorless oil. (70% Yield)1H NMR (400 MHz, CDCl3) delta 0.45-0.51 (m, 2H), 0.51-0.57 (m, 2H), 2.46 (d, J=4.6 Hz, 1H), 3.46 (s, 2H), 3.56 (d, J=3.3 Hz, 2H), 4.54 (s, 2H), 7.27-7.39 (m, 5H). MS (ESI+): M+H=192.8.

The chemical industry reduces the impact on the environment during synthesis 39590-81-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Cowart, Marlon D.; Esmieu, William Ramesh; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Malagu, Karine Fabienne; Patel, Sachin V.; Scanio, Marc J.; Searle, Xenia B.; Voight, Eric; Wang, Xeuqing; Yeung, Ming C.; (202 pag.)US2017/15675; (2017); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows. 39590-81-3

Sodium hydride (60 wt %, 1.261 g, 31.5 mmol) was added in one portion to a solution of cyclopropane- l,l-diyldimethanol (2.30 g, 28.7 mmol) in DMF (71.7 mL) at 0C. The solution was stirred for 15 minutes before dropwise addition of (bromoethyl)benzene (3.38 mL, 28.3 mmol). The reaction was allowed to warm to room temperature and stir for 24 hours. The reaction was quenched with saturated aq NH4Cl, extracted with Et20, dried over Na2S04, filtered, and concentrated under reduced pressure. The crude material was purified by automated flash silica column chromatography, eluting with 40% EtOAc in heptanes to give the title compound (3.115 g, 57%).

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

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; GREEN, Jason; JOHNSON, Ben; SCHLEICHER, Kristin; SUN, Huikai; TANG, Mingnam; (257 pag.)WO2019/169153; (2019); A1;,
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39590-81-3, 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.

Molecular sieves (4 A) and DBU(25 ml, 0.17 mmol) were added to a solution of diol 7a(0.086 g, 0.84 mmol) in DCM (5 ml). The resultingmixture was cooled in an ice bath and trichloracetonitrile(0.34 ml, 3.36 mmol) was added. The reaction was stirredwhile cooling in an ice bath for 4 h until completeconsumtion of the starting material (TLC control, eluentEtOAc-hexane, 1:10). The reaction mixture was filteredthrough a short pad of Celite and the filtrate was evaporated. The residue was purified by flash chromatography onsilica gel column (eluent EtOAc – petroleum ether, 1:20) togive product 1a. Yield 0.270 g (82%). Colorless oil.1H NMR spectrum, delta, ppm: 0.76 (4H, s, CH2CH2); 4.27(4H, s, 2CH2OC(=NH)); 8.25 (2H, s, 2NH). 13C NMRspectrum, delta, ppm: 9.2; 19.7; 72.5; 91.6; 163.1. The productis unstable in the HRMS conditions.

Statistics shows that 39590-81-3 is playing an increasingly important role. we look forward to future research findings about 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Article; Skvorcova, Marija; Grigorjeva, Liene; Jirgensons, Aigars; Chemistry of Heterocyclic Compounds; vol. 53; 9; (2017); p. 989 – 996; Khim. Geterotsikl. Soedin.; vol. 53; 9; (2017); p. 989 – 996,8;,
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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., 39590-81-3

Step 3: Into a 2 L 3 necked round bottomed flask were placed a solution of cyclopropane-1,1- diyldimethanol (42 g, 410 mmol) in DCM (200 mL) and DMAP (126 g, 1.03 mol). The mixture was treated with a solution of TsC1 (173 g, 907 mmol) in DCM (500 mL) dropwise, while cooling to 0 C, over 30 mm. The resulting solution was allowed to stir for 2.5 h at roomtemperature. The reaction mixture was washed with H20, HC1 (iN) and brine, dried over Na2504 and concentrated under reduced pressure. This resulted in cyclopropane-1,1- diyldimethanediyl bis(4-methylbenzenesulfonate) as a solid

The chemical industry reduces the impact on the environment during synthesis 39590-81-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (187 pag.)WO2016/144846; (2016); A1;,
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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 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows. 39590-81-3

1,1-Cyclopropanedimethanol (1.02 g; 10 mmol) is dissolved in dimethylformamide (20 ml; dried over a molecular sieve) and, after addition of potassium tert-butylate (1.14 g, 10 mmol), the mixture is stirred at room temperature for 1 hour. The reaction mixture is then cooled to 0-5 C. and a solution of rmethyl iodide (0.63 ml; 10 mmol) in dimethylformamide (5 ml; dried over a molecular sieve) is then added dropwise. After stirring at this temperature for 50 minutes, the reaction mixture is poured on to a mixture of a saturated aqueous NH4Cl solution (100 ml) and diethyl ether (400 ml), while stirring. After separation of the phases, the aqueous phase is re-extracted with diethyl ether (400 ml) and the combined organic phases are washed with a saturated aqueous sodium chloride solution (2*100 ml), dried over magnesium sulphate, filtered with suction and concentrated. The crude product obtained is chromatographed over silica gel (50 g) with diethyl ether. Yield: 493 mg (39%) (1-methoxymethyl-cyclopropyl)-methanol as a pale yellow oil. NMR (1H, 250 MHz in CDCl3) in ppm: 0.5-0.6 (multiplet, 4H); 3.37 (multiplet, 5H); 3.54 (s,2H)

Statistics shows that 39590-81-3 is playing an increasingly important role. we look forward to future research findings about 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
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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, 39590-81-3, blongs to alcohols-buliding-blocks compound. 39590-81-3

Step 1 : EDCI (104 mg, 0.54 mmol) was added to a mixture of N-Cbz-O-TBDMS-D-serine (200 mg, 0.45 mmol), l,l-di(hydroxymethyl)cyclopropane (116 mg, 1.13 mmol) and DMAP (55 mg, 0.45 mmol) in dry DCM (10 mL) and stirred at rt for 6 hours. Evaporated and chromatographed on silica using EtOAc: heptane as eluent. The Cbz-ester was isolated (140 mg, 70%) as a clear oil.

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; LEO PHARMA A/S; LARSEN, Mogens; RITZEN, Andreas; N?RREMARK, Bjarne; GREVE, Daniel Rodriguez; (145 pag.)WO2018/141842; (2018); A1;,
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