Category: 506-43-4

Related Products of 506-43-4, 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. 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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 solution of linoleyl alcohol (23.31 mL, 75 mmol) and triethylamine (13.60 mL, 98 mmol) in DCM (150 mL) at 0C was added methanesulfonyl chloride (6.39 mL, 83 mmol) dropwise. The reaction mixture was stirred at 0C for 30 minutes and at room temperature for 3 hrs. The reaction mixture was diluted with DCM (200 mL), washed with water, sat sodium bicarbonate and brine and dried over ahydrous sodium sulfate. Solvent was concentrated to give linoleyl methanesulfonate (26.17 g, 100 % yield) as an yellowish oil. Without further purification, the product was directly used for next step. 1H NMR (500 MHz, Chloroform-d) delta 5.30-5.41 (m, 4H), 4.22 (t, J = 6.6 Hz, 2H), 2.99 (s, 3H), 2.77 (t, J = 6.7 Hz, 2H), 2.05 (q, J = 6.9 Hz, 4H), 1.74 (p, J = 6.7 Hz, 2H), 1.43- 1.25 (m, 16H), 0.89 (t, J = 6.7 Hz, 3H).

According to the analysis of related databases, 506-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WAVE LIFE SCIENCES LTD.; BUTLER, David Charles Donnell; DIVAKARAMENON, Sethumadhavan; FRANCIS, Christopher J.; FRANK-KAMENETSKY, Maria David; IWAMOTO, Naoki; LU, Genliang; MARAPPAN, Subramanian; MEENA; VARGEESE, Chandra; VERDINE, Gregory L.; YANG, Hailin; ZHANG, Jason Jingxin; (853 pag.)WO2017/62862; (2017); A2;,
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Electric Literature of 506-43-4 , The common heterocyclic compound, 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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.

To a solution of the alcohol 1 (26.6 g, 100 mmol) in 5 dichloromethane (100 mL), 6 triethylamine (13.13 g, 130 mmol) was added and this solution was cooled in an ice-bath. To this cold solution, a solution of 7 mesyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise and after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. The TLC of the reaction mixture showed the completion of the reaction. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. 8 NaHCO3 (200 mL), brine (100 mL) and dried (NaSO4). The organic layer was concentrated to get the crude product which was purified by column chromatography (silica gel) using 0-10% 9 Et2O in hexanes. The pure product fractions were combined and concentrated to obtain the pure product (10 2) as colorless oil (30.6 g, 89%). 1H NMR (CDCl3, 400 MHz) delta=5.42-5.21 (m, 4H), 4.20 (t, 2H), 3.06 (s, 3H), 2.79 (t, 2H), 2.19-2.00 (m, 4H), 1.90-1.70 (m, 2H), 1.06-1.18 (m, 18H), 0.88 (t, 3H). 13C NMR (CDCl3) delta=130.76, 130.54, 128.6, 128.4, 70.67, 37.9, 32.05, 30.12, 29.87, 29.85, 29.68, 29.65, 29.53, 27.72, 27.71, 26.15, 25.94, 23.09, 14.60. MS. Molecular weight calculated for C19H36O3S, Cal. 344.53, Found 343.52 (M-H-).

The synthetic route of 506-43-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALNYLAM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL CO. LTD; Manoharan, Muthiah; Rajeev, Kallanthottathil G.; Nair, Jayaprakash K.; Jayaraman, Muthusamy; Matsumoto, Satoru; (92 pag.)US9701623; (2017); B2;,
Alcohol – Wikipedia,
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Application of 506-43-4, 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. 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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.

Synthesis of methanesulfonic acid octadeca-9,12-dienyl ester 2To a solution of the alcohol 1 (26.6 g, 100 mmol) in dichloromethane (100 mL), triethylamine (13.13 g, 130 mmol) was added and this solution was cooled in an ice-bath. To this cold solution, a solution of mesyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise and after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. The TLC of the reaction mixture showed the completion of the reaction. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. NaHCO3 (200 mL), brine (100 mL) and dried (NaSO4). The organic layer was concentrated to get the crude product which was purified by column chromatography (silica gel) using 0-10% Et2O in hexanes. The pure product fractions were combined and concentrated to obtain the pure product 2 as colorless oil (30.6 g, 89%). 1H NMR (CDCl3, 400 MHz) delta=5.42-5.21 (m, 4H), 4.20 (t, 2H), 3.06 (s, 3H), 2.79 (t, 2H), 2.19-2.00 (m, 4H), 1.90-1.70 (m, 2H), 1.06-1.18 (m, 18H), 0.88 (t, 3H). 13C NMR (CDCl3) delta=130.76, 130.54, 128.6, 128.4, 70.67, 37.9, 32.05, 30.12, 29.87, 29.85, 29.68, 29.65, 29.53, 27.72, 27.71, 26.15, 25.94, 23.09, 14.60. MS. Molecular weight calculated for C19H36O3S, Cal. 344.53. Found 343.52 (M-H-).

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 506-43-4, (9Z,12Z)-Octadeca-9,12-dien-1-ol.

Reference:
Patent; Tekmira Pharmaceuticals Corporation; Manoharan, Muthiah; Jayaraman, Muthusamy; Rajeev, Kallanthottathil G.; Eltepu, Laxman; Ansell, Steven; Chen, Jianxin; US9186325; (2015); B2;,
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Application of 506-43-4, Adding some certain compound to certain chemical reactions, such as: 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol,molecular formula is C18H34O, 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 506-43-4.

Synthesis of linoleyl mesylate or (9Z,12Z)-octadeca-9,12-dienyl methanesulfonate (2) Referring to Scheme 10, triethylamine (13.13 g, 130 mmol) was added to a solution of the linoleyl alcohol 1 (26.6 g, 100 mmol) in dichloromethane (100 mL) and the solution was cooled in an ice-bath. To this cold solution, a solution of methanesulfonyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise; after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. Completion of the reaction was confirmed by TLC. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. NaHCO3 (200 mL), brine (100 mL) and dried over anhydrous Na2SO4. After evaporation of solvent in vacuo the crude product was purified by flash silica column chromatography using 0-10% Et2O in hexane. The pure fractions were combined and concentrated to obtain the mesylate 2 as colorless oil (30.6 g, 89%). 1H NMR (400 MHz, CDCl3): delta=5.42-5.21 (m, 4H), 4.20 (t, 2H), 3.06 (s, 3H), 2.79 (t, 2H), 2.19-2.00 (m, 4H), 1.90-1.70 (m, 2H), 1.06-1.18 (m, 18H), 0.88 (t, 3H). 13C NMR (CDCl3): delta=130.76, 130.54, 128.6, 128.4, 70.67, 37.9, 32.05, 30.12, 29.87, 29.85, 29.68, 29.65, 29.53, 27.72, 27.71, 26.15, 25.94, 23.09, 14.60. MS. MW calc. for C19H36O3S: 344.53. found: 343.52 [M-H].

According to the analysis of related databases, 506-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Arbutus Biopharma Corporation; Manoharan, Muthiah; Rajeev, Kallanthottathil G.; Jayaraman, Muthusamy; Butler, David; Kapoor, Mamta; Kainthan, Rajesh Kumar; (106 pag.)US9687550; (2017); B2;,
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Alcohols – Chemistry LibreTexts