Category: 68327-04-8

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. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride. A new synthetic method of this compound is introduced below., Quality Control of (1S,2S)-2-Aminocyclopentanol hydrochloride

To a chilled solution of 4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-4-hydroxy-2-oxobut-3-enoic acid (1) (150 mg, 0.338 mmol) in dimethylformamide (DMF) (2.0 mL), was added hydroxybenzotriazole (HOBT) (50 mg, 0.372 mmol), followed by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI-HCl, 71 mg, 0.372 mmol) and the mixture was stirred for 30 min. A solution of (1S,2S)-(+)-trans-2-aminocyclopentanol hydrochloride and NaHCO3 (31 mg, 0.372 mmol) was added followed by stirring for 2 h at 0-5 C. Cold water was added to the reaction mixture, which was then extracted with ethyl acetate (2 × 20 mL). The combined organic phase was separated, washed with water twice, then once with 1 N HCl solution, and finally with saturated aqueous NaHCO3 solution. Concentration in vacuo afforded the crude product which was passed through a short silica gel column with chloroform as the eluting solvent. The eluent containing the product was concentrated and the resulting residue was triturated with hexanes, which afforded the product as a yellow solid in 117 mg (66%), mp 61-63 C, [alpha]20D[alpha]D20 +41.8 (c 0.01, methanol), UV lambdamax 396 nm (epsilon 14,455, methanol). 1H NMR (CDCl3, 500 MHz): delta 15.33 (br s, 1H), 8.16 (d, 1H, J = 2.0 Hz), 8.08 (s, 1H), 7.61-6.85 (m, 9H), 5.22 (s, 2H), 4.11 (m, 1H), 3.94 (m, 1H), 3.78 (s, 1H), 2.23 (m, 1H), 2.10 (m, 1H), 1.88 (m, 1H), 1.78 (m, 2H), 1.59 (m, 1H). 13C NMR (CDCl3, 125 MHz): delta 181.3, 180.6, 163.4, 163.3, 162.4, 162.1, 162.0, 161.4, 161.3, 160.4, 160.1, 160.0, 159.2, 145.5, 143.9, 142.3, 141.6, 132.4, 132.4, 132.3, 131.5, 131.4, 131.3, 131.3, 131.2, 130.7, 130.6, 125.0, 124.9, 124.8, 122.8, 122.7, 122.5, 122.2, 122.2, 122.1, 122.1, 117.1, 115.9, 115.7, 115.6, 111.9, 111.9, 111.8, 111.7, 104.7, 104.5, 104.3, 98.3, 79.5, 79.3, 61.0, 60.6, 51.5, 47.7, 47.3, 32.9, 32.8, 32.7, 30.8, 30.7, 30.5, 21.7, 21.5. HRMS: calcd for C28H26F3N2O5 (M+H), 527.1794; found 527.1799.

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, 68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride.

Reference:
Article; Okello, Maurice; Mishra, Sanjay; Nishonov, Malik; Nair, Vasu; Bioorganic and Medicinal Chemistry Letters; vol. 23; 14; (2013); p. 4112 – 4116;,
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Electric Literature of 68327-04-8, 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 68327-04-8 as follows.

2,6-Difluoro-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile (3 g, 9.51 mmol), (1S,2S)-2-hydroxycyclopentylamine hydrochloride (1.96 g, 14.3 mmol), and diisopropylethylamine (2.46 g, 19 mmol) are combined in DMSO (12 mL) and stirred at 60 C. for 4 h to give 2-fluoro-6-((1S,2S)-2-hydroxy-cyclopentylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile. The mixture is then diluted with isopropanol (10 mL) and treated three times with 25% aqueous NaOH (1.5 mL) and 30% aqueous hydrogen peroxide (1 mL). The mixture is then partitioned between EtOAc (100 mL) and water (100 mL), and the aqueous layer is washed with additional EtOAc (100 mL). The combined organic layers are concentrated, and the oily residue is purified via chromatography (elution 30 to 100% EtOAc in hexanes). The clean fractions are combined, concentrated and recrystallized from EtOAc/hexanes to give 2-fluoro-6-((1S,2S)-2-hydroxycyclopentylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzamide (3.53 g, 89%) as a white crystalline solid. LCMS m/z=415 [M+H]-. 1H NMR (400 MHz, d6 DMSO): delta 7.72 (br s, 1H), 7.68 (br s, 1H), 7.38 (d, 1H), 6.72 (d, 1H), 6.61 (dd, 1H), 4.91 (d, 1H), 3.84 (m, 1H), 3.50 (m, 1H), 2.94 (2d, 2H), 2.38 (s, 3H), 2.31 (2 d, 2H), 2.15 (m, 1H), 1.57-1.82 (m, 3H), 1.36 (m, 1H), 1.02 (s, 3H), 1.00 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,68327-04-8, its application will become more common.

Reference:
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
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Related Products of 68327-04-8 ,Some common heterocyclic compound, 68327-04-8, molecular formula is C5H12ClNO, 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.

A solution of 65 mg intermediate 6-[4-(d ifluoromethyl )phenyl]-3-oxo-2-(pyrid in-3-yl)-2,3-dihydropyridazine-4-carboxylic acid, 60 mg (1 S,2S)-2-aminocyclopentanol hydrochloride (1:1),144 mg HATU, 0.1 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 2 mL ofDMF was stirred at room temperature for 14 hours. Then the reaction mixture was filtered andsubjected to RP-HPLC (instrument: Labomatic HD-3000 HPLC gradient pump, LabomaticLabocol Vario-2000 fraction collector; column: Chromatorex 0-18 125 mm x 30 mm, eluent A:0.lvol% formic acid in water, eluent B: acetonitrile; gradient: A 85% B 15% – A 45%/B55%; flow: 150 mL/min; UV-detection: 254 nm) to yield 13 mg 6-[4-(difluoromethyl)phenyl]-N-[(1 S ,2S)-2-hyd roxycyclopentyl]-3-oxo-2-(pyridin-3-yl)-2 ,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 1.39-1.56 (m, 2 H), 1.58-1.76 (m, 2 H), 1.77-1.87(m, 1 H), 2.04 -2.14 (m, 1 H), 3.94 (br d, 1 H), 3.98-4.07 (m, 1 H), 4.95 (br d, 1 H), 7.13 (t, 1H), 7.64 (dd, 1 H), 7.72 (d, 2 H), 8.13 (d, 2 H), 8.15-8.20 (m, 1 H), 8.66-8.72 (m, 2 H), 8.92(d, 1 H), 9.31 (d, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,68327-04-8, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
Alcohol – Wikipedia,
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Reference of 68327-04-8, 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.68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, molecular weight is 137.6079, as common compound, the synthetic route is as follows.

Boc2O (3.49 g, 15.98 mmol) was added to a solution, at 0C, of (1S,2S)-2- aminocyclopentan-1-ol-HC1 (2.0 g, 14.53 mmol) and Et3N (4.05 mL, 29.06 mmol) in methanol (20 mL) and stirred. The reaction was allowed to warm to room temperature and after overnight the reaction was concentrated and the crude was purified by column chromatography to give S 13 (2.87 g) as a white solid.

Statistics shows that 68327-04-8 is playing an increasingly important role. we look forward to future research findings about (1S,2S)-2-Aminocyclopentanol hydrochloride.

Reference:
Patent; REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; AGUILAR, Angelo; ZHANG, Ke; XU, Shilin; XU, Tianfeng; BERNARD, Denzil; HUANG, Liyue; (285 pag.)WO2017/192543; (2017); A1;,
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Application of 68327-04-8, 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.68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, molecular weight is 137.6079, as common compound, the synthetic route is as follows.

2,6-Dichloro-N,N? -dimethyl-pyrimido [5 ,4-dj pyrimidine-4,8-diamine (88) (300 mg, 1.16 mmol) and (1S,2S)-2-aminocyclopentanol hydrochloride were reacted innbutanol and the crude product was purified by flash column chromatography using gradient elution from CH2C12 / EtOAc (99/1) to CH2C12 / EtOAc (1/4) to afford (1S,2S)-2-((6-chloro- 4, 8-bis(methylamino)pyrimido[5,4-djpyrimidin-2-yl)amino)-cyclopentanol (138) (310 mg,83% yield). 300 MHz ?H NMR (CDC13, ppm): 6-75-6.61 (1H, m) 6.47 (1H, br s) 5.30 (1H, br s) 5.14 (1H, d, J=3.8 Hz) 4. 14-3.95 (2H, m) 3.12 (3H, d, J=5.2 Hz) 3.05 (3H, d, J=5.2 Hz) 2.28-2.02 (2H, m) 1.94-1.61 (3H, m) 1.61-1.43 (1H, m). ESI-MS (m/z): 324, 326 [M+Hf?.

The chemical industry reduces the impact on the environment during synthesis 68327-04-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GALLEON PHARMACEUTICALS, INC.; DAX, Scott L.; MENCEL, James Joseph; OZOLA, Vita; SUNA, Edgars; SHUBIN, Kirill; (294 pag.)WO2017/3822; (2017); A1;,
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Synthetic Route of 68327-04-8, Adding some certain compound to certain chemical reactions, such as: 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride,molecular formula is C5H12ClNO, 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 68327-04-8.

To a suspension of 5-bromo-2-hydroxy-4-methylbenzoic acid (3.06 g) in THF (30 mL) was added dropwise oxalyl chloride (1.74 mL) at 0C. To the reaction mixture was added one drop of DMF, and the mixture was stirred at 16C for 1.5 hr. The reaction mixture was concentrated under reduced pressure, and THF (15 mL) was added to the residue. To a mixture of (1S,2S)- 2-aminocyclopentanol hydrochloride (1.82 g) , triethylamine (9.23 mL) , THF (15 mL) and methanol (10 mL) was added dropwise a mixture of the above-mentioned residue and THF at 0C, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified twice by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.38 g) .1H NMR (300 MHz, DMSO-d6) delta 1.38-1.57 (2H, m) , 1.60-1.76 (2H, m.) , 1.78-1.92 (1H, m) , 1.95-2.10 (1H, m) , 2.30 (3H, s) , 3.93- 4.12 (2H, m) , 4.82 (1H, d, J = 4.3 Hz), 6.91 (1H, s) , 8.15 (1H, s), 8.60 (1H, d, J = 6.6 Hz), 12.75 (1H, s) .

According to the analysis of related databases, 68327-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H12ClNO

4-Bromo-2,6-difluoro-bezonitrile (2.5 g, 1 eq), ((1S,2S)-2-aminocyclopentanol hydrochloride (1.74 g, 1.1 eq), and DIPEA (3.3 mL, 1.1 eq) are dissolved in DMSO (30 mL), and stirred at 120 C. for 2 h. The reaction mixture is poured to saturated aqueous NH4Cl (150 mL), extracted with EtOAc (3¡Á100 mL), dried over Na2SO4, filtered, and concentrated to give 4-bromo-2-fluoro-6-((1S,2S)-2-hydroxycyclopentylamino)benzonitrile (3.4 g, 100% yield). LCMS: m/z=299, 301 [M+H]+.

The synthetic route of 68327-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, 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. name: (1S,2S)-2-Aminocyclopentanol hydrochloride

A solution of 75 mg intermediate 6-[6-(d ifluoromethyl)pyrid in-3-yl]-3-oxo-2-(pyrid in-3-yl)-2,3-dihydropyridazine-4-carboxylic acid, 60 mg (1 S,2S)-2-aminocyclopentanol hydrochloride (1:1),166 mg HATU, 0.15 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 2 mL ofDMF was stirred at rt for 14 hours. Then the reaction mixture was filtered and subjected toRP-HPLC (instrument: Labomatic HD-3000 HPLC gradient pump, Labomatic Labocol Vario2000 fraction collector; column: Chromatorex 0-18 125 mm x 30 mm, eluent A: 0.lvol% formic acid in water, eluent B: acetonitrile; gradient: A 85% I B 15% – A 45% I B 55%; flow: 150 mLlmin; UV-detection: 254 nm) to yield 54 mg 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(1S,2S)-2- hydroxycyclopentyl]-3-oxo-2-(pyridin-3-yl)-2,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 1.39- 1.56 (m, 2 H), 1.58- 1.67 (m, 1 H), 1.67- 1.76(m, 1 H), 1.77- 1.87 (m, 1 H), 2.03-2.15 (m, 1 H), 3.94 (quin, 1 H), 3.98-4.07 (m, 1 H), 4.95(d, 1 H), 7.06 (t, 1 H), 7.62 – 7.67 (m, 1 H), 7.84 (d, 1 H), 8.19 (ddd, 1 H), 8.58 (dd, 1 H), 8.70(dd, 1 H), 8.76 (s, 1 H), 8.94 (d, 1 H), 9.24 – 9.29 (m, 2 H).

With the rapid development of chemical substances, we look forward to future research findings about 68327-04-8.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts