Category: alcohols-buliding-blocks

1475-11-2, Adding some certain compound to certain chemical reactions, such as: 1475-11-2, name is 1-(3,4-Dichlorophenyl)ethanol,molecular formula is C8H8Cl2O, 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 1475-11-2.

Example 169 5-(2-Piperidinyl-ethyl)-2-methyl-1H-indole-3-carboxylic 1-(3,4-dichlorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting (3,4-dichlorophenyl)-ethan-1-ol for (S)-phenylethanol, and substituting piperidine for diethylamine. ESI+MS m/z 459 (M+1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1475-11-2.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
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558-42-9 ,Some common heterocyclic compound, 558-42-9, molecular formula is C4H9ClO, 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 (5S)-N2, N2-bis (tert-butoxycarbonyl)-5- (2, 3-difluorophenyl)-D-lysine (0.569 g, 1.24 MMOL), 1-CHLORO-2-METHYL-2-PROPANOL (0.202 g, 1.86 mmol) and DIISOPROPYLETHYLAMINE (0.529 g, 4.10 mmol) in ETOH (5 mL) was heated at 75 oC overnight. The reaction was concentrated to dryness, diluted with DCM (20 mL) and EDC (0.358 g, 1.87 mmol), HOAT (0.252 g, 1.87 mmol) were added followed by DIISOPROPYLETHYLAMINE (0.650 ML, 3.73 MMOL). After stirring overnight, NAHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered, concentrated and the residue purified by silica gel chromatography (10percent- 35percent EtOAc/ hexanes) to give the title compound (0.21 g). MS 513.1 (M+1). H NMR (500 MHz, CD30D) 5 7.1 (M, 3H), 5.24 (d, J = 10.7 Hz, 1H), 4.02 (M, 1H), 3.69 (d, J = 13.9 Hz, 1H), 3.60 (d, J = 15. 1 Hz, 1H), 3.39 (m, 1H), 3. 24 (d, J = 14.2 Hz, 1H), 2.4 (m, 1H), 2.1 (m, 3H), 1.5 (s, 18H), 1.20 (s, 3H), 1.16 (s, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 558-42-9.

Reference:
Patent; MERCK & CO., INC.; WO2004/92166; (2004); A2;,
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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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349-75-7, 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. 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol. A new synthetic method of this compound is introduced below.

B-1 (40 mg, 0.10 mmol), benzyl alcohol (12 muL, 0.12 mmol) and triphenylphosphine (39 mg, 0.15 mmol) were dissolved in dichloromethane (1 mL), diisopropyl azodicarboxylate (32 muL, 0.15 mmol) was added dropwise, and the mixture was stirred for several hours. The solvent was evaporated, and the obtained residue was purified by high performance liquid chromatography (water-acetonitrile, each containing 0.1% trifluoroacetic acid) to give the title compound (21 mg, 0.042 mmol, 42%).MS (ESI) m/z 491 (M+H)+1H NMR (400 MHz, DMSO) delta 8.50 (t, J=5.9 Hz, 1H), 7.66 (d, J=4.1 Hz, 1H), 7.44 (d, J=7.0 Hz, 2H), 7.41-7.35 (m, 2H), 7.36 (d, J=4.0 Hz, 1H), 7.35-7.29 (m, 1H), 7.19 (d, J=8.5 Hz, 2H), 6.99-6.93 (m, 2H), 5.09 (s, 2H), 4.27 (dd, J=15.0, 6.1 Hz, 1H), 4.19 (dd, J=15.0, 5.7 Hz, 1H), 4.08 (t, J=5.8 Hz, 1H), 3.55-3.47 (m, 1H), 3.23 (dt, J=10.0, 7.0 Hz, 1H), 1.89-1.77 (m, 3H), 1.68-1.55 (m, 1H).

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. 349-75-7, (3-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AJINOMOTO CO., INC.; KOBAYASHI, Kaori; Suzuki, Tamotsu; Okuzumi, Tatsuya; US2015/284375; (2015); A1;,
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107-75-5, 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. 107-75-5, name is 7-Hydroxy-3,7-dimethyloctanal, molecular formula is C10H20O2, 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.

The experimental methods consisted of two steps: the synthesis step, and the characterization. The synthesis step was begun by weighing of raw materials that were hydroxycitronellal and methyl anthranilate. The aurantiol synthesis was carriedout at a temperature of about 90¡À5C with modification of time for 15 min, 30 min, 1 h, 2 h, 3 h,and 4 hours.

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. 107-75-5, 7-Hydroxy-3,7-dimethyloctanal, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Irawan, Candra; Indryati, Suci; Lestari, Endang Sri; Hidaningrum, Arinzani; Supriyono; Oriental Journal of Chemistry; vol. 34; 1; (2018); p. 394 – 400;,
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626-18-6 , The common heterocyclic compound, 626-18-6, name is 1,3-Benzenedimethanol, molecular formula is C8H10O2, 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.

Step 1: Synthesis of 3-(hydroxymethyl)benzyl 2-acetoxybenzoate (CD2-L10-OH) A solution of aspirin acid chloride (3.0 g, 16.7 mmol, freshly prepared from aspirin using oxalyl chloride/DMF method) in dichloromethane (15 mL) was added to a stirred solution of 1,3-benzenedimethanol (HO-L10-OH, 2.3 g, 16.6 mmol) and triethylamine (6.96 mL, 49.9 mmol) in dichloromethane (12 mL) at 0 C. The mixture was stirred at RT for 8 h when TLC analysis of the mixture indicated completion of the reaction. The mixture was concentrated and the residue was partitioned between ethyl acetate (100 mL) and water (50 mL). The organic layer was separated, washed with brine (1*50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the crude oily residue which was purified by column chromatography (silica gel, 150.0 g, 200-400 mesh, 30% EtOAc in hexane) to afford the title compound as colorless oil. Yield: 1.9 g (38.2%); 1H NMR (CDCl3, 300 MHz): delta 1.99 (t, J=5.7 Hz, 1H), 2.14 (s, 3H), 4.73 (d, J=5.4 Hz, 2H), 5.33 (s, 2H), 7.10 (d, J=8.1 Hz, 1H), 7.30-7.43 (m, 5H), 7.58 (dt, J=7.8, 1.5 Hz, 1H), 8.08 (dd, J=7.8, 1.5 Hz, 1H); MS m/z: 301.1 [M+H]+, 323.1 [M+Na]+.

According to the analysis of related databases, 626-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIRAMAL LIFE SCIENCES LIMITED; US2011/263526; (2011); A1;,
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Some common heterocyclic compound, 346-06-5, molecular formula is C8H7F3O, 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.346-06-5

Example 22 (4Z)-1-ethyl-5-imino-4-[(3-methoxy-4-{[2-(trifluoromethyl)benzyl]oxylphenyl)methylidenelimidazolidin-2-one; [Show Image] To a solution (5 mL) of (4Z)-1-ethyl-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-iminoimidazolidin-2-one (200 mg) in tetrahydrofuran were added [2-(trifluoromethyl)phenyl]methanol (278 mg), diethyl azodicarboxylate (700 muL) and triphenylphosphine (414 mg), and the mixture was stirred at room temperature for 16 hr. Water (30 mL) was added and the mixture was extracted with ethyl acetate (50 mL). The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane/ethyl acetate=10 – 60percent) to give the title compound as a pale-yellow powder (yield: 46.3 mg, 14percent), which was recrystallized from ethyl acetate/n-heptane to give the title compound as colorless crystals (yield: 12.6 mg, 4percent). 1H-NMR (DMSO-d6, 300 MHz):delta1.11 (3H, t, J = 7.6 Hz), 3.56 (2H, d, J = 7.6 Hz), 3.84 (3H, d, J = 1.5 Hz), 5.24 (2H, s), 6.55 (1H, s), 6.96-7.11 (3H, m), 7.55-7.64 (1H, m), 7.69-7.86 (3H, m), 8.73 (1H, brs), 10.19 (1H, brs).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 346-06-5.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2450352; (2012); A1;,
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623-04-1, 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. 623-04-1, name is (4-Aminophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

p-Aminobenzyl alcohol (PAB-OH) (310 mg, 2.59 mmol) was added to a solution of Fmoc-Leu-OH (830 mg, 2.35 mmol) and /V-ethoxycarbonyl-2-ethoxy-1,2- dihydroquinoline (EEDQ) (630 mg, 2.59 mmol) in anhydrous dichloromethane (DCM) (50 ml_) and the reaction solution was stirred at room temperature overnight. The solvent was then evaporated under reduced pressure and the residue was purified by column chromatography eluting with DCM:MeOH 98:2 to afford 1 (1.00 g, 92%) as a colourless powder

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 623-04-1, (4-Aminophenyl)methanol.

Reference:
Patent; UNIVERSITY OF BRADFORD; LOADMAN, Paul; FALCONER, Robert; GILL, Jason; (57 pag.)WO2017/93719; (2017); A1;,
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623-04-1, 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. 623-04-1, name is (4-Aminophenyl)methanol, molecular formula is C7H9NO, 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.

To a 250 mL round bottom flask was added (4-amino-phenyl)-methanol (4.13 g, 33.6 mmol), dichloromethane (50 mL) followed by di-tert-butyl dicarbonate (8.5 g, 36.9 mmol). The mixture was allowed to stir for 18 h under a nitrogen atmosphere. By TLC, a small amount of starting amine remained, which reacted during concentration by rotary evaporation. The product was purified by column chromatography (ethyl acetate : hexanes, 1:1) to yield (4- hydroxymethyl-phenyl)-carbamic acid tert-butyl ester (7.36 g, 33.0 mmol, 98 %) 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. 623-04-1, (4-Aminophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ATHEROGENICS, INC.; WO2006/31806; (2006); A2;,
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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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