Tag: M.W=100-200

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. 623-69-8, name is 1,3-Dimethoxypropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 623-69-8

Synthesis of trans-N 1 -(1 ,3-dimethoxypropan-2-yl)cyclohexane-1 ,4-diamine (IntermediateStep 1 . To NaH (0.366 g, 9.16 mmol) in THF (12 mL) at 0 °C was added 1 ,3- dimethoxy-2-propanol (1 g, 8.32 mmol) in THF (8 mL) solution. The mixture was warmed to ambient temperature and stirred for 0.5 hour. To this was added tosyl chloride (1.587 g, 8.32 mmol) in one portion. The resulting white cloudy mixture then was stirred at ambient temperature for 16 hours. LC/MS showed complete conversion to 1 ,3- dimethoxypropan-2-yl 4-methylbenzenesulfonate. The reaction mixture was poured into water and extracted with EtOAc. The organic extracts were combined, washed with brine, dried with sodium sulfate and concentrated in vacuo to yield 2 g of a colorless oil. The crude mixture was purified by Analogix system (silica gel column 80 g, gradient: 0 min, 100percentn-heptane; 5-12 min, 20percent EtOAc in Heptane; 12-15 min. 30percent EtOAc in Heptane and hold until 30 min). The pure fractions were combined and concentrated in vacuo to yield 1.25 g of the tosylate product 1 ,3-dimethoxypropan-2-yl 4- methylbenzenesulfonate as a colorless oil, which solidified upon standing.

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Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; LIN, Xiaodong; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B.; RENHOWE, Paul A.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/101066; (2012); A1;,
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Application of 33524-31-1 ,Some common heterocyclic compound, 33524-31-1, molecular formula is C9H12O3, 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.

General procedure: A mixture of the benzylic alcohol 1 (1 mmol) and 98% H2SO4 (1 mmol) in DMSO (3 mL) was stirred for the appropriate time under reflux conditions. The mixture was then cooled to r.t., and brine (4 mL) was added. The organic phase was extracted with CH2Cl2 (6 mL), and the organic layer was dried (Na2SO4), filtered, and concentrated under reduced pressure. In all cases, the reaction products were obtained with high purity, and did not require further purification by distillation or column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33524-31-1, its application will become more common.

Reference:
Article; Sheikhi, Ehsan; Adib, Mehdi; Karajabad, Morteza Akherati; Gohari, Seyed Jamal Addin; Synlett; vol. 29; 7; (2018); p. 974 – 978;,
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Related Products of 2568-33-4, Adding some certain compound to certain chemical reactions, such as: 2568-33-4, name is 3-Methylbutane-1,3-diol,molecular formula is C5H12O2, 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 2568-33-4.

Toluene-4-sulfonic acid 3-hydroxy-3-methyl-butyl ester 3-Methyl-1,3-butanediol (1.5 mL, 14.1 mmol) is suspended in dry dichloromethane (5 mL) and pyridine (1.24 mL, 15.46 mmol) is added followed by 4-toluenesulfonyl chloride (2.68 g, 14.1 mmol). The mixture is stirred overnight then washed with 1 M aqueous hydrochloric acid, dried and the solvent removed under vacuum. The residue is purified by flash chromatography (0-30% ethyl acetate in cyclohexane) to give the title compound. (Yield 970 mg). LC (METHOD 2): tR=5.67 min; Mass spectrum (ES+): m/z=258 [M+H]+.

According to the analysis of related databases, 2568-33-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LINGARD, Iain; HAMPRECHT, Dieter; US2015/148347; (2015); 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. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H11NO2

Compound 23 (5.6 g, 18.52 mmol) was dissolved in DCM (118 mL) andmethanol (58.8 mL). Diol24 (2.70 g, 17.64 mmol) and EEDQ (8.72 g, 35.3 mmol) wereadded and the reaction was stirred at rt overnight. The reaction mixture was concentratedand ethyl acetate was added to the residue. The resulting slurry was filtered, washed with ethyl acetate and dried under vacuum/N2 to give compound 25 as a white solid(2.79 g, 36percent yield). 1H NMR (400 MHz, DMSO-d6): 8 9.82 (s, 1H), 8.05, (d, 1H, J =9.2 Hz), 8.01 (d, 1H, J = 7.2 Hz), 7.46 (s, 2H), 6.95 (3, 1H), 5.21-5.12 (m, 2H), 4.47-4.42 (m, 4H), 4.40-4.33 (m, 1H), 4.33-4.24 (m, 1H), 3.58 (s, 3H), 2.33-2.26 (m, 2H),2.16-2.09 (m, 2H), 1.54-1.46 (m, 4H), 1.30 (d, 3H, J = 7.2 Hz), 1.22 (d, 3H, J = 4.4 Hz). LCMS = 2.894 min (8 min method). Mass observed (ESI+): 438.20 (M+H).

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Reference:
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; (163 pag.)WO2018/195243; (2018); 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. 50595-15-8, name is tert-Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. Safety of tert-Butyl 2-hydroxyacetate

To a solution of Compound 37A (200 mg, 0.28 mmol) and DIAD (60 mg, 0.30 mmol) in THF (0.5 mL) was added a solution of triphenylphospine (78 mg, 0.30 mmol) and t-butyl-2-hydroxy acetate in THF (0.5 mL) dropwise. The resulting mixture was stirred for 18 hours and concentrated in vacuo. The residue was purified by silica gel chromatography (0 – 100 % EtOAc/Hexanes) to afford Compound 38A (170 mg, 75 %). S)-2-(( -(2-(4-(3-chloro-2-methyl-N-(l-(3-(3-methylpyridin-4-yl)phenyl)ethyl) phenylsulfonamido)butanamido)ethyl)sulfamoyl)amino)acetic acid (Compound 38) Compound 38A (170 mg, 0.21 mmol) was dissolved in 4 N HC1 (dioxane, 6 mL) and stirred for 2 hours. The mixture was partioned between EtOAc and water. The organic layers were concentrated in vacuo and the residue was purified by reverse phase chromatography (5-100% water/ AcN 0.25 % formic acid) to afford Compound 38 as the formate salt (41 mg, 29 %). LCMS (method A): m/z 666.4/668.4 (M+H)+. lH NMR (CDC13) delta 12.66 (bs, IH), 8.44 (bs, IH), 8.39 (d, IH), 7.85 (d, IH), 7.70 (t, IH), 7.65 (d, IH), 7.37 (q, 2H), 7.29-7.23 (m, 2H), 7.12 (t, IH), 7.07 (d, IH), 7.01 (s, IH), 6.82 (bs, IH), 4.93 (q, IH), 3.48 (d, 2H), 3.22-2.93 (m, 4H), 2.76 (m, 2H), 2.11 (s, 3H), 1.91-1.79 (m, 2H), 1.62-1.51 (m, IH), 1.49 (d, 3H), 1.38-1.24 (m, IH).

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Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
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Synthetic Route of 5339-85-5, 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 5339-85-5 as follows.

COMPARATIVE EXAMPLE 8 The procedures of Example 13 were repeated except that 0.1 g of “CDT-60” was used without K2 CO3. The conversion of 2-(o-aminophenyl)ethanol was 28.6% and the yield of indole was 24.3%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5339-85-5, its application will become more common.

Reference:
Patent; Research Association for Utilization of Light Oil; US4757152; (1988); A;,
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Electric Literature of 13330-96-6, 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.13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, molecular weight is 117.19, as common compound, the synthetic route is as follows.

To a solution of 4-nitrophenyl(6Z,9Z,26Z,29Z)-pentatriaconta-6,9,26,29-tetraen-18-yl carbonate (0.12 g, 0.18 mmol) obtained in Reference Example 5, 4-dimethylamino-1-butanol (0.22 g, 1.8 mmol), and diisopropylethylamine (0.10 g, 0.72 mmol) in dichloromethane (10 mL), 4-dimethylaminopyridine (0.09 g, 0.72 mmol) was added, and the mixture was reacted overnight at room temperature. After water treatment, the reaction mixture was subjected to extraction with dichloromethane, and the obtained organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was then subjected to silica gel column chromatography to obtain the compound of interest as a colorless liquid (30 mg, 26%). 1H-NMR (400 MHz, CDCl3) delta: 0.89 (6H, t, J = 6.6 Hz), 1.21 – 1.42 (34H, m), 1.47 – 1.64 (6H, m), 1.71 (2H, tt, J = 6.6, 7.4 Hz), 1.99 – 2.09 (8H, m), 2.21 (6H, s), 2.27 (2H, t, J = 7.4 Hz), 2.77 (4H, t, J = 6.6 Hz), 4.14 (2H, t, J = 6.6 Hz), 4.63 – 4.72 (1H, m), 5.28 – 5.43 (8H, m). MS (ESI+) m/z 644 [M+H]+ HRMS (ESI+) m/z 644.6008 (2.6 mDa).

Statistics shows that 13330-96-6 is playing an increasingly important role. we look forward to future research findings about 4-(Dimethylamino)butan-1-ol.

Reference:
Patent; Daiichi Sankyo Company, Limited; KOIZUMI, Makoto; ONISHI, Yoshiyuki; NIWA, Takako; TAMURA, Masakazu; KASUYA, Yuji; (152 pag.)EP3020701; (2016); 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. 3391-86-4, name is Oct-1-en-3-ol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 3391-86-4

To estimate the oxidoreductase activity toward 5, crude enzyme soln. (100 muL) prepared as described in Section 4.4. was mixed with 10 mgmL-1 5 (10 muL) suspended in 0.2% Tween 20, and incubated at 27 C for 5 min in 50 mM sodium phosphate (pH 7.0) with or without 5 mM NADH or NADPH. After the reaction, the C8 compounds were extracted with 1 mL of MTBE containing nonanyl acetate (1 mugmL-1), and quantitatively analyzed using GC-MS essentially as described in Section 4.4 but with the modified column condition [40 C (5 min) to 200 C (2 min) at 8 Cmin-1 with He as a carrier gas at 26.7 cms-1].

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Reference:
Article; Kihara, Hirotomo; Tanaka, Maya; Yamato, Katsuyuki T.; Horibata, Akira; Yamada, Atsushi; Kita, Sayaka; Ishizaki, Kimitsune; Kajikawa, Masataka; Fukuzawa, Hideya; Kohchi, Takayuki; Akakabe, Yoshihiko; Matsui, Kenji; Phytochemistry; vol. 107; (2014); p. 42 – 49;,
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Adding a certain compound to certain chemical reactions, such as: 84851-56-9, Methyl 4-(1-hydroxyethyl)benzoate, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

EXAMPLE 3 A solution consisting of 3.6 g (0.02 mol) of V-1 obtained in Example 1 and 30 ml of dimethylformamide was cooled to 10 C., then added with 0.62 g (0.026 mol) of sodium hydride and kept at 30-35 C. for one hour. The mixture was further added with 7.69 g (0.03 mol) of n-hexyl tosylate at 20-25 C. and reacted at 40-50 C. for 5 hours. The reaction mixture was treated according to Example 1 to obtain 4.60 g (92% yield) of (+)-methyl 4-(1-hexyloxyethyl)benzoate (VII-3). ([alpha]D20 =+60.6 (c=1, CHCl3), nD20 =1.4922).

The synthetic route of 84851-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5019298; (1991); A;,
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Synthetic Route of 100-37-8, 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 100-37-8 as follows.

General procedure: To a solution of phenol (1 equiv), triphenylphosphine (1.3equiv) and 2-(diethylamino)ethanol (1.3 equiv) in THF wasadded diisopropyl azodicarboxylate (DIAD, 1.3 equiv) atambient temperature. After being stirred at ambient temperatureuntil no starting material could be observed byTLC, the reaction mixture was quenched with H2O anddiluted with EtOAc. The organic layer was washed withwater and brine, dried over MgSO4, and concentrated invacuo. Purification of the residue via flash column chromatographyon silica gel afforded the titled compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Article; Kim, Seok-Ho; Han, Young Taek; Archives of Pharmacal Research; vol. 38; 11; (2015); p. 1952 – 1962;,
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