Category: alcohols-buliding-blocks

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. 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, molecular formula is C10H12O3, 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. Recommanded Product: Methyl 2-hydroxy-3-phenylpropanoate

EXAMPLE 17 (R)-2-[2,6-Dibromo-4-(dibenzothiophen-1-yl)-phenoxy]-3-phenyl-propionic acid methyl ester Diethylazodicarboxylate (DEAD, 0.077 mL, 1.15 mmol) was added to a stirred, room temperature suspension of 2,6-Dibromo-4-(dibenzothiophen-1-yl)-phenol (0.250 g, 0.576 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.208 g, 1.15 mmol), triphenylphosphine (0.302 g, 1.15 mmol) in benzene (3 mL) under a dry nitrogen atmosphere. Dissolution occurred and the solution was heated in an 80 C. oil bath for 16 h. More diethylazodicarboxylate (DEAD, 0.039 mL, 0.576 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.104 g, 0.576 mmol) and triphenylphosphine (0.151 g, 0.576 mmol) were added and the solution was stirred an additional 4 h. Upon cooling to room temperature, the reaction mixture was diluted with ether and silica gel was added. The reaction mixture was concentrated and the silica adsorbate was flash chromatographed (98:2 petroleum ether:ethyl acetate) to provide the title compound as a white solid (0. 293 g, 85%): NMR (CDCl3): delta 7.89 (dd, J=8, 1 Hz, 1H), 7.85 (ddd., J=8, 1, 1 Hz, 1H), 7.64 (d, J=2 Hz, 1H), 7.63 (d, J=2 Hz, 1H), 7.47 (dd, J=9, 8 Hz, 2H), 7.41-7.17 (m, 8H), 5.13 (dd, J=8, 6 Hz, 1H), 3.71 (s, 3H), 3.55 (dd, J=7, 4 Hz, 1H), 3.53 (dd, J=8, 4 Hz, 1H); MS (EI): [M+], 2 bromine isotope pattern, 594 (20%), 596 (40%) 598 (25%); Anal. Calc. for C28H20Br2O3S: C, 56.39, H, 3.38, N, 0.00. Found: C, 56.27, H, 3.21, N, 0.09.

With the rapid development of chemical substances, we look forward to future research findings about 13674-16-3.

Reference:
Patent; American Home Products Corporation; US6001867; (1999); A;,
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Adding a certain compound to certain chemical reactions, such as: 616-29-5, 1,3-Diaminopropan-2-ol, 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, Formula: C3H10N2O, blongs to alcohols-buliding-blocks compound. Formula: C3H10N2O

Boc-protected bisamino alcohol 2. A solution of bis-amine 1 (3.00 g, 33.3 mmol) was dissolved in a minimal amount of water (1 mL) and added to a solution of di-tert-butyl dicarbonate (16.0 g, 73.3 mmol) in dioxane (400 mL). The reaction mixture was stirred for 24 hours at room temperature under nitrogen. The solvent was removed under reduced pressure. The resulting solid was dissolved in dichloromethane (300 mL), washed with water (300 mL), dried over MgSO4, and filtered. The solvent was removed under reduced pressure to afford a white solid. The white solid was washed with ether and filtered (9.18 g, 98%). 1H NMR (CDCl3): delta 5.34-5.30 (br, 2NH, 2H), 4.03 (s, 1H, OH), 3.73-3.68 (m, 1H, CH), 3.18-3.14 (m, 4H, 2CH2,), 1.39 (s, 18H, 6CH3). 13C NMR (CDCl3): delta 157.2, 79.71, 70.67, 43.46, 28.39.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,616-29-5, 1,3-Diaminopropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Tew, Gregory; Madkour, Ahmad E.; Lienkamp, Karen; Musante, Ashlan Marie; US2010/317870; (2010); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 397323-70-5, (2-Amino-3-bromophenyl)methanol, 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, 397323-70-5, blongs to alcohols-buliding-blocks compound. Formula: C7H8BrNO

Step 2.; The benzylic alcohol (3.56g, 17.7 mmol) was taken up in DCM (80 mL) and treated with manganese dioxide (35g). The heterogeneous mixture was stirred at room temp for Ih, filtered and concentrated to provide the aldehyde (3.27g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,397323-70-5, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; WO2007/11658; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, 10488-69-4, blongs to alcohols-buliding-blocks compound. Formula: C6H11ClO3

Preparation of (S) 6-chloro-5~hydroxy-N,N-diisopropyl-3-oxo hexanamide(Formula-12a) N-N-diisopropylacetamide (70 grams) added to a solution of 3500 ml of 1 molarLiHMDS solution, 650 ml of tetrahydrofuran at -50 to -700C. Stirred the reaction mixture for 25 minutes at -70 to -750C. Added 185 gram of ethyl-4-chloro-3 -hydroxy butanoate at -73 to -75¡ãC. Stirred the reaction for 1 hour at -48 to -45¡ãC. Quenched the reaction mixture with chilled water followed by hydrochloric acid solution. Separated the organic and inorganic phases. Washed the organic layer with 10percent sodium bicarbonate solution. Dried the organic layer using sodium sulfate and distilled the solvent completely under reduced pressure. Purified the residue in petroleum ether to get the title compound of formula- 12. Yield: 240 grams

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10488-69-4, its application will become more common.

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; SAHADEVA REDDY, Maramreddy; WO2008/44243; (2008); A2;,
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Reference of 27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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 mixture of 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde (5.0 g, 26.3 mmol) and (1 R.4R)- 4-aminocyclohexanol (3.0 g, 26.3 mmol) in EtOH (66 mL) was added DIEA (5.5 mL, 31.6 mmol). The reaction was heated at 80C overnight. The reaction mixture was cooled to room temperature, concentrated in vacuo, and purified by silica gel flash column chromatography (MeOH/ DCM: 0-10 %) to afford the title compound. MS m/z 252.0 (M + H+) (Method M).

According to the analysis of related databases, 27489-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
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Application of 3637-61-4, 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. 3637-61-4, name is Cyclopentanemethanol. A new synthetic method of this compound is introduced below.

To a suspension of NaH (61 mg, 1.5 mmol) in THF (3 mL) at 0C was added CpMeOH (0.16 mL, 1.5 mmol). After 30 min at 0C, 6-(6-bromopyridin-2-yl)-3-((2- chlorophenyl)thio)-6-(thiophen-3-yl)piperidine-2,4-dione (150 mg, 0.30 mmol) was added and the reaction mixture was stirred for 18 hr at reflux. The reaction was stopped by the addition of water (10 mL) and HC1 1 M (3 mL). The aqueous phase was extracted with ethyl acetate (3 x 10 mL) and the combined organic phases were dried over Na2S04, filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography (silica gel, eluent: heptane/ethyl acetate: 8/2 to 7/3 to 1/1) to give 3-((2-chlorophenyl)thio)-6-(6- (cyclopentylmethoxy)pyridin-2-yl)-6-(thiophen-3-yl)piperidine-2,4-dione in 62 % yield. 1H NMR (400 MHz, MeOH-d4): delta = 7.70 (t, J = 7.8 Hz, 1H), 7.43 (dd, J = 5.0, 3.0 Hz, 1 H), 7.28 (br s, 1 H), 7.22 (d, J= 7.9 HZ, 1 H), 7.15-7.12 (m, 2H), 6.94 (t, J= 7.8 Hz, 1 H), 6.77-6.73 (m, 2H), 5.98 (d, J= 8.0 Hz, 1H), 4.22 (m, 2H9, 3.91 (d, J= 16.4 Hz, 1 H), 3.45 (d, J= 16.4 Hz, 1H), 3.45 (s, 1H), 2.35-2.28 (m, 1H), 1.82-1.73 (m, 2H), 1.64-1.51 (m, 4H), 1.38-1.30 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3637-61-4, Cyclopentanemethanol, and friends who are interested can also refer to it.

Reference:
Patent; ARCTIC PHARMA AS; GOLDING, Louise; KLAVENESS, Jo; SIENG, Bora; LUNDVALL, Steffi; B?EN, Claudia Alejandra; HNIDA, Kathrin; (128 pag.)WO2018/211277; (2018); A1;,
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Application of 111-45-5 ,Some common heterocyclic compound, 111-45-5, 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.

General procedure: The designated donor (i.e. 19, 0.025 mmol) and the acceptor (2-2.5eq.) were dissolved in dry DCM (2-3 mL) under N2 in presence of freshly activated 4 A molecular sieves. The mixture was stirred for 1-1.5 h at rt and then cooled to -20 C. TMSOTf (0.5-1.0 eq.~10muL neat, or as a solution of 50 muL dissolved in 0.5 mL DCM) was added to the reaction and the mixture was allowed to warm to rt over a period of 2h. Upon completion, as monitored by TLC, the reaction was neutralized by adding TEA (50 muL) and filtered. The solvent was removed under reduced pressure and the crude material was purified by column chromatography using 4:1 Hex:EtOAc as eluent to obtain the product glycosides

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. 111-45-5, 2-(Allyloxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Saha, Jaideep; Peczuh, Mark W.; Tetrahedron Letters; vol. 53; 42; (2012); p. 5667 – 5670;,
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Adding a certain compound to certain chemical reactions, such as: 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, 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, 101597-25-5, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C17H16O3

Step 7; The product of Step 6 (4.8 g), was dissolved in dichloromethane (150 mL) in a 3-necked 100 mL round bottom flask, followed by addition of p-toluenesulfonic acid monohydrate (0.4 g). 1 ,1-Bis(4-methoxyphenyl)-2-propyn-1-ol (3.8 g) was added to the reaction mixture slowly. The mixture was stirred at room temperature. After one hour, more 1 ,1-bis(4-methoxyphenyl)-2- propyn-1-ol, (0.4 g) was added to the reaction mixture. After stirring for two hours, the reaction was worked up with the addition of saturated aqueous NaHC03 (100 mL). The resulting organic layer was collected and dried over anhydrous MgS04. The organic layer was concentrated under vacuum to provide product (8.7 g). The product was purified by column chromatography using silica gel and as eluent, a mixture of hexanes/EtOAc,( v/v, 4/1 ) to yield 2 g product. The product was foamed under vacuum and scratched with spatula to provide a solid material. The solid was slurried over methanol (30 mL), filtered and washed with methanol (2 x 20 mL) to provide a grayish product (1.4 g). NMR analysis of the product indicated a structure that was consistent with 3,3-bis-(4-methoxyphenyl)-7-chloro-13,13-dimethyl-3H, 13H- indeno[2′,3′:3,4]naphtho[1 ,2-b]pyran represented by the following graphic formula:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,101597-25-5, its application will become more common.

Reference:
Patent; TRANSITIONS OPTICAL, INC.; WO2012/82999; (2012); A1;,
Alcohol – Wikipedia,
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Application of 108-82-7, 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. 108-82-7, name is 2,6-Dimethylheptan-4-ol, molecular formula is C9H20O, 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.

General Procedure for Carbamate FormationThe desired alcohol (1.0 equiv.) was dissolved in DCM (0.3 M) in a flame-dried round- bottom flask under a nitrogen atmosphere at 00C. Pyridine (1.0 equiv.) was added followed by 2,2,2- trifluoroethylisocyanate solution (1.0 equiv., stored at -200C) added dropwise. The resulting solution was warmed to ambient temperature and stirred for two hours or until TLC showed complete consumption of the alcohol. The crude reaction was concentrated in vacuo. Flash chromatography (silica gel, DCM) provided the corresponding carbamate .; Compound 1 : Yield: 0.533 g, 97%Physical State: white solid mp: 42-43 0C Rf: 0.65 (silica gel, DCM)IR (film) Vmax: 3462, 3016, 2970, 2359, 1739, 1522, 1366, 1229, 1156 cm”11H mm (500 MHz, CDCl3) : delta 5.11-5.09 (m, 1 H) , 4.96- 4.93 (m, 1 H) , 3.79-3.74 (m, 2 H) , 1.62-1.58 (m, 2 H) , 1.48-1.46 (m, 2 H) , 1.29-1.25 (m, 2 H) , 0.90-0.88 (m, 12 H)13C NMR (125 MHz, CDCl3) : delta 156.4, 127.7-121.0 (q, J = 277 Hz) , 73.3, 44.3, 43.1-42.3 (q, J = 34 Hz) , 24.8, 23.2, 22.4HRMS (ESI) : calcd. for Ci2H22F3NO2Na [M + Na+] 292.1495, found 292.1498

According to the analysis of related databases, 108-82-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2009/137691; (2009); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 261762-59-8 , The common heterocyclic compound, 261762-59-8, name is 2-Chloro-5-fluorobenzyl alcohol, molecular formula is C7H6ClFO, 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.

Conversion 4, step 4C; Preparation of 5-(2-chloro-5-fluoro-benzyloxy)-3-{4-(4-methyl-piperazin-1-yl)-2-[(tetrahydro-pyran-4-yl)-(2,2,2- trifluoro-acetylj-aminol-benzoylaminoj-indazole-i-carboxylic acid tert-butyl ester; Triphenylphosphine (146 mg, 0.557 mmol) in DCM (2 mL), cooled at 4C, in a nitrogen atmosphere was treated with neat diisopropyl azodicarboxylate (0.106 mL, 0.5208 mmol) while stirring. After 20 minutes the colourless solution was treated with 5-hydroxy-3-{4-(4-methyl-piperazin-1-yl)-2-[(tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-acetyl)-amino]- benzoylamino}-indazole-1-carboxylic acid tert-butyl ester (82 mg, 0.5108 mmol) in DCM (2 mL). After 2 hours the crude was purified by flash chromatography over silica gel (DCM:EtOH:35% NH4OH 95:5:0.5) and 108 mg of title compound were obtained as a white solid in 59 % yield. ESI(+) MS: m/z 790 (MH+).

The synthetic route of 261762-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; MENICHINCHERI, Maria; BERTRAND, Jay, Aaron; MARCHIONNI, Chiara; NESI, Marcella; ORSINI, Paolo; PANZERI, Achille; WO2010/69966; (2010); A1;,
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