22-Sep-21 News Introduction of a new synthetic route about 34626-51-2

Statistics shows that 34626-51-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromopentan-1-ol.

Electric Literature of 34626-51-2, 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.34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, molecular weight is 167.0442, as common compound, the synthetic route is as follows.

5-bromopentanol (8 g) was dissolved in DICHLOROMETHANE (100 mL) and was chilled in an ice bath. Dihydropyran (9 g) was added dropwise followed by P-TOLUENE SULFONIC acid monohydrate (1 g). The mixture was allowed to slowly warm to room temperature and stirred for 18 HOURS. The mixture was diluted with 200 mL ether, washed with 10% INA (: H (100 mL) and dried over MgSO4 to give the title compound. DZ (CDC13, 62.9 MHz): 19.7, 25.0, 25.5, 28. 9,30. 7,32. 6,33. 7,62. 4,67. 2 and 89. 9.

Statistics shows that 34626-51-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromopentan-1-ol.

Reference:
Patent; THE UNIVERSITY COURT OF THE UNIVERSITY OF ABERDEEN; WO2004/98582; (2004); A2;,
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Brief introduction of 34626-51-2

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Adding a certain compound to certain chemical reactions, such as: 34626-51-2, 5-Bromopentan-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, name: 5-Bromopentan-1-ol, blongs to alcohols-buliding-blocks compound. name: 5-Bromopentan-1-ol

Condensation of a-bromo aldehyde with 2,4-diamino-4-oxo-pyrimidine 19 is the key step in the synthesis of compounds 9-11 as outlined in Scheme 1 and Scheme 2. Commercially available alcohol 14 was coupled to the corresponding phenyl esters and oxidized to the corresponding aldehydes 17a and 17b (Scheme 1).-? Alcohol 24 was coupled to the appropriate phenyl ester to afford the aldehyde 25 (Scheme 2). The aldehydes were reacted with Br2 in dioxane to give the desired a-bromoaldehydes?2 18a, 18b (Scheme 1) and 26 (Scheme 2) and immediately reacted with 2,4-diamino-6-hydroxypyrimidine 19 to cyclize to the 5-substituted pyrrolo[2,3-d]pyrimidines 20a, 20b (Scheme 1) and 27 (Scheme 2).? Hydrolysis of the esters provided the free acids 21 a, 2 lb and 28. Subsequent peptide coupling with diethyl L-glutamate using the activating agents N-methyl morpholine and 2,4-dimethoxy-6-chlorotriazine, afforded the diesters 22a, 22b and 29. Saponification of the diesters yielded the final compounds 9-11 of this invention.

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Reference:
Patent; DUQUESNE UNIVERSITY OF THE HOLY SPIRIT; WAYNE STATE UNIVERSITY; GANGJEE, Aleem; MATHERLY, Larry H.; (43 pag.)WO2016/22881; (2016); A1;,
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Simple exploration of 34626-51-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34626-51-2, 5-Bromopentan-1-ol, and friends who are interested can also refer to it.

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.34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, molecular weight is 167.0442, as common compound, the synthetic route is as follows.Formula: C5H11BrO

e added pyridine (7.1 g, 90 mmol) and benzoyl chloride (10.2 g, 72.5 mmol) at 0 oC. The resulting mixture was stirred for 3 h at room temperature under nitrogen atmosphere. The resulting mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with 1% ethyl acetate in petroleum ether to afford 5-bromopentyl benzoate (12.5 g, 77%) as a colorless oil. 1H NMR (400 MHz, CDCl3) d 8.07 (dd, J = 8.4, 1.5 Hz, 2H), 7.62-7.53 (m, 1H), 7.46 (dd, J = 8.4, 7.0 Hz, 2H), 4.36 (t, J = 6.5 Hz, 2H), 3.46 (t, J = 6.7 Hz, 2H), 1.96 (p, J = 7.0 Hz,2H), 1.82 (dt, J = 8.3, 6.5 Hz, 2H), 1.64 (dddd, J = 14.8, 9.5, 6.6, 3.5 Hz, 2H)

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Reference:
Patent; KYMERA THERAPEUTICS, INC.; JI, Nan; MAINOLFI, Nello; WEISS, Matthew; (977 pag.)WO2020/10210; (2020); A1;,
Alcohol – Wikipedia,
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Analyzing the synthesis route of 5-Bromopentan-1-ol

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34626-51-2, 5-Bromopentan-1-ol, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 34626-51-2, 5-Bromopentan-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, Recommanded Product: 5-Bromopentan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 5-Bromopentan-1-ol

To a solution of 5-bromopentan-1-ol (0.43 mL, 3.00 mmol) in tetrahydrofuran (15 mL) at 0 C under an atmosphere of nitrogen was added imidazole (210 mg, 3.00 mmol) and t-butylchlorodiphenylsilane (0.78 mL, 3.00 mmol) at 0 C. After 5 h at room temperature, the reaction mixture was quenched by addition of water (5 mL) and the mixture was extracted with diethyl ether. The organic layer was washed with brine, dried over magnesium sulfate, filtered and evaporated in vacuo. The resulting crude residue was purified on a Biotage purification apparatus (silica gel, 0-10% ethyl acetate in hexanes gradient) to yield the title compound (17, 980 mg, 2.42 mmol, 81%) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.72-7.69 (m, 4H), 7.48-7.39 (m, 6H), 3.70 (t, J = 6.4 Hz, 1H), 3.42 (t, J = 6.8 Hz, 1H), 1.91-1.84 (m, 2H), 1.62-1.58 (m, 2H), 1.47-1.42 (m, 4H), 1.09 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34626-51-2, 5-Bromopentan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Kim, Min Ju; Lee, Suk Ho; Park, So Ok; Kang, Hyunku; Lee, Jun Sung; Lee, Ki Nam; Jung, Myung Eun; Kim, Jeongmin; Lee, Jinhwa; Bioorganic and Medicinal Chemistry; vol. 19; 18; (2011); p. 5468 – 5479;,
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A new synthetic route of 5-Bromopentan-1-ol

With the rapid development of chemical substances, we look forward to future research findings about 34626-51-2.

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. 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, 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. Computed Properties of C5H11BrO

General procedure: To a solution of 100 mg of alcohol (4-bromo-1-butanol, 5-bromo-1-pentanol, or 6-bromo-1-hexanol) in 5 mL of CH2Cl2 were added 2 equiv. of imidazole and 1.0 equiv. of TIPSCl (triisopropylsilyl chloride). After being stirred at room temperature for 4 h,the reaction mixture was diluted with water, and the product was extracted with EtOAc. The extract was washed with brine, dried, and evaporated. The product was purified by chromatography (hexane/EtOAc 20:1) to give compounds 12, 13, and 14 as colorless oils. Compound 12: 85%; 1H NMR (400 MHz, CDCl3) 1.03-1.10 (m,21H), 1.68 (quin, J = 6.1 Hz, 2H), 1.98 (quin, J = 7.0 Hz, 2H), 3.46 (t,J = 6.8 Hz, 2H), 3.72 (t, J = 6.1 Hz, 2H); 13C NMR (100 MHz, CDCl3) 11.9, 18.0, 29.6, 31.5, 34.0, 62.4; ESI-HRMS (M+H)+m/z calcd. for C13H30BrOSi 309.1249, found 309.1248. Compound 13: 88%; 1H NMR (400 MHz, CDCl3) 1.05-1.11 (m,21H), 1.49-1.58 (m, 4H), 1.89 (t, J = 7.6 Hz, 2H), 3.41 (t, J = 6.9 Hz,2H), 3.69 (t, J = 6.1 Hz, 2H);13C NMR (100 MHz, CDCl3) 12.0, 18.0,24.6, 32.1, 32.7, 33.8; ESI-HRMS (M+H)+m/z calcd. for C14H32BrOSi 323.1406, found 323.1401.

With the rapid development of chemical substances, we look forward to future research findings about 34626-51-2.

Reference:
Article; Baek, Dong Jae; Bittman, Robert; Chemistry and Physics of Lipids; vol. 175-176; (2013); p. 99 – 104;,
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The origin of a common compound about 5-Bromopentan-1-ol

The synthetic route of 34626-51-2 has been constantly updated, and we look forward to future research findings.

Related Products of 34626-51-2 , The common heterocyclic compound, 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, 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.

[00149] 5-bromo-l-pentanol (1), 3g, is treated with 1.5 eq of 3, 4-dihydro-2H-pyran and 0.1 eq of pyridinium para toluenesulfonate (PPTS) in 135mL of CH2CI2. Other starting materials, such as bromo C1.9 alcohols may be used to obtain other embodiments of compounds of formula VII. [00150] After work -up and purification, 1.45 g (33%) of product 2 is obtained. 1.0 eq of methyl malonitrile is deprotonated with 1 eq of NaH and 1.0 eq of bromide 2 is added along with catalytic amount of KI at 50C. A complete conversion can be observed after 10 hours and a 90% yield can be obtained. Deprotection of tetrahydo pyran (THP) can be done with PPTS in ethanol at 55C. After work-up, a quantitative yield of alcohol 4 is obtained and directly used for the mesylation reaction. With the mesylate 5 in hand, a kryptofix- mediated fluorination can be performed. Compound 6 is obtained in 68% yield. 12mL of DMF, 10 eq. of acetic acid, triethylamine and sodium azide each are added to compound 6. The resulting mixture is stirred at 140C for 19 hours. Water and IN HC1 are added. The solid is filtered off and washed with water. Compound 7 is obtained in a 60% yield. [00151] NMR [for example, Bruker Avance 400 (400 MHz, CDC13, TMS as internal standard] of the 5,5′(7-fluoroheptane-2,2-diyl)bis(lH-tetrazole) compound shows the following results: delta 1.29 (m, 4H, CH2), 1.49 (m, 2H, CH2), 1.77 (s, 3H, Me), 1.87 (t, 2H, CH2), 4.09 (m, 2H, CH2F).

The synthetic route of 34626-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APOSENSE LTD.; VAN GELDER, Joel M.; LEVY, Menashe; ARGOV, Mirit; BEN-AMI, Miri; ZIV, Ilan; WO2013/150534; (2013); A1;,
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