Category: 186020-66-6

Reference of 186020-66-6, 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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. A new synthetic method of this compound is introduced below.

[0072] To 15 grams of polyethene glycol (n=3) was added 0.45 eq of tert-butyl acrylate and 1 mol% potassium tert-butoxide in THF at 00 C to room temperature for 3 days to yield compound 1. Compound 1 was added to 1.2 eq of methanesulfonyl chloride, 1.2 eq of triethyl amine in THF at 0 C to room temperature for 3 hours. The pH was adjusted to 8 and 1.2 eq of sodium azide was added in water. The reaction was refluxed overnight to yield compound 2. To compound 2 was added 3 eq of triphenyiphosphine in a THF:water ratio of 7:2 at room temperature for 18 hours to afford compound 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, and friends who are interested can also refer to it.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; OJIMA, Iwao; WANG, Tao; TENG, Yu-Han; WO2015/38493; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, 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: tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, blongs to alcohols-buliding-blocks compound. name: tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate

tert-Butyl 3-(2-(2-(2-hydroxyethoxy)- ethoxy)ethoxy)propanoate [Broadpharm, 9380 Waples St., Suite 101, San Diego, CA 92121] (50 mg, 0.180 mmol, 1.00 equiv), N-(((9H-fluoren-9-yl)methoxy)- carbonyl)-O-(tert-butyl)-L-serine (69 mg, 0.180 minol, 1.00 equiv) and DMAP (22 mg, 0.180 rnrnol, 1.00 equiv) were dissolved in CH2C12 (0.9 mL) . Upon dissolution of the reagents (about 5 minutes), EDCIoHC1 (52 mg, 0.270 nirnol, 1.50 equiv) was added in one portion at room temperature, and the reaction mixture was stirred for 17.5 hours, after which it was poured into aqueous 1 N HC1 (3 mL) and EtOAc (15 niL) . The aqueous phase was extracted twice with EtOAc (5 mL), and the combined organic phases were washed with aqueous 1 N HC1 (2 mL), saturated aqueous NaHCO3 (2 mL), and saturated aqueous NaC1 (2 mL), sequentially. The organic phase was dried over Na2504, filtered and concentrated. Flash column chromatography (5i02, 5% MeOH/CH2C12) provided 95.7 mg (83%) of the title compound as a colorless oil. ?H NMR (500 MHz, DMSOd 6) 6 7.76 (d, J = 7.5 Hz, 2H), 7.63 (d, J = 7.5 Hz, 1H), 7.62 (d, J = 7.5 Hz, 1H), 7.40 (t, J = 7.5 Hz, 2H), 7.32 (t, J = 7.5 Hz, 2H), 5.68 (d, J = 8.5 Hz, lH), 4.54 – 4.49 (m, 1H), 4.43 – 4.21 (m, SM), 3.85 (br, iN), 3.74 – 3.57 (m, 13H) , 2.49 (t, J = 6.5 Hz, 2H), 1.44 (s, 9H), 1.16 (s, 9H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, and friends who are interested can also refer to it.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; BEUTLER, Bruce; BOGER, Dale, L.; (334 pag.)WO2018/5812; (2018); A1;,
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Synthetic Route of 186020-66-6 , The common heterocyclic compound, 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, molecular formula is C13H26O6, 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 tert-butyl 3-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy) propanoate (30.20 g, 108.5 mmol, 1.0 eq.) and TsCl (41.37 g, 217.0 mmol, 2.0 eq.) in anhydrous DCM (220 mL) at 0 C was added TEA (30.0 mL, 217.0 mmol, 2.0 eq.). The mixture was stirred at room temperature overnight, and then washed with water (3 × 300 mL) and brine (300 mL), dried over anhydrous Na2SO4, filtered, concentrated and purified by SiO2 column chromatography (3:1 hexanes/ EtOAc) to give a colorless oil (39.4 g, 84.0% yield). MS ESI m/z calcd for C20H33O8S [M + H]+ 433.1818, found 433.2838.

The synthetic route of 186020-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUZHOU M-CONJ BIOTECH CO., LTD.; HANGZHOU DAC BIOTECH CO, LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; GAI, Shun; ZHAO, Linyao; YE, Hangbo; GUO, Huihui; TONG, qianqian; CAO, Minjun; JIA, Junxiang; YANG, Chengyu; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; LIN, Chen; GUO, Zhixiang; YE, Zhicang; (246 pag.)WO2016/59622; (2016); 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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate

Step b: The crude product from step a (40.23 g, 0.157 mol) was dissolved in 50 mL pyridine, cooled to 0 C., and Ts-Cl (32.92 g, 0.173 mol) was added slowly. The flask containing the reaction mixture was sealed and placed in a refrigerator at 0 C. for 24 h. The reaction mixture was poured into ice/H2O, and the aqueous layer was extracted with CH2Cl2 (3×100 mL). The combined organic layers were washed with 2% HOAc in H2O, and dried over anhydrous MgSO4. The solvent was removed under vacuum to yield the tosylate as colorless oil. The oil was dried under vacuum (52.97 g, mol, 78%). HPLC: tR=13.0 min.

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, 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

Reference:
Patent; Wilbur, D. Scott; Pathare, Pradip M.; Hamlin, Donald K.; Wan, Feng; US2006/228325; (2006); 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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate

Step b: The crude product from step a (40.23 g, 0.157 mol) was dissolved in 50 mL pyridine, cooled to 0 C., and Ts-Cl (32.92 g, 0.173 mol) was added slowly. The flask containing the reaction mixture was sealed and placed in a refrigerator at 0 C. for 24 h. The reaction mixture was poured into ice/H2O, and the aqueous layer was extracted with CH2Cl2 (3×100 mL). The combined organic layers were washed with 2% HOAc in H2O, and dried over anhydrous MgSO4. The solvent was removed under vacuum to yield the tosylate as colorless oil. The oil was dried under vacuum (52.97 g, mol, 78%). HPLC: tR=13.0 min.

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, 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

Reference:
Patent; Wilbur, D. Scott; Pathare, Pradip M.; Hamlin, Donald K.; Wan, Feng; US2006/228325; (2006); A1;,
Alcohol – Wikipedia,
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Electric Literature of 186020-66-6 , The common heterocyclic compound, 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, molecular formula is C13H26O6, 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.

Tosyl chloride (22.3 g, 117 mmol) was added in portions to a stirring solution of 3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester (16.3 g, 58.6 mmol) and pyridine 60 mL in (240 mL) and the mixture was stirred overnight. The reaction was quenched with water (300 mL) and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (2*100 mL). The combined organic layer was washed with HCl (1N, 100 mL), water (100 mL), and dried over Na2SO4 and the solvent was removed in vacuo to give an oil which corresponds to the title compound that would be used as is for the next step. (M+1)=433.

The synthetic route of 186020-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bradshaw, Curt; Bhat, Abhijit; Lai, Jing Yu; Doppalapudi, Venkata; US2008/166364; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, 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, 186020-66-6, blongs to alcohols-buliding-blocks compound. Quality Control of tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate

Second Step tert-Butyl 3-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]propanoate tert-Butyl 3-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]propanoate (488 mg, 1.75 mmol) and triethylamine (532 mg, 5.26 mmol) were dissolved in dichloromethane (15 mL), and tosyl chloride (435 mg, 2.28 mmol) was added. After the mixture was stirred at room temperature for 17 hours, the reaction mixture was concentrated, and the resultant residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:2) to obtain the title compound (550 mg, 73%) as colorless clear oil. LCMS: m/z 450[M+H2O]+ HPLC retention time: 0.90 minutes (analysis condition SQD-FA05)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,186020-66-6, its application will become more common.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; OHTAKE, Yoshihito; OKAMOTO, Naoki; ONO, Yoshiyuki; KASHIWAGI, Hirotaka; KIMBARA, Atsushi; HARADA, Takeo; HORI, Nobuyuki; MURATA, Yoshihisa; TACHIBANA, Kazutaka; TANAKA, Shota; NOMURA, Kenichi; IDE, Mitsuaki; MIZUGUCHI, Eisaku; ICHIDA, Yasuhiro; OHTOMO, Shuichi; HORIBA, Naoshi; (310 pag.)US2016/2251; (2016); A1;,
Alcohol – Wikipedia,
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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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C13H26O6

3,6,9-Trioxadodecan-12-oic acid, l-[[3-trifluoromethyl-7-oxa-bicyclo[2.2.1]hepta-2,5- diene-2-carboxyl]oxy]-l,l-dimethylethyl ester (10); A mixture of 5 (103 mg, 0.50 mmol), tert-butyl-12-hydroxy-4,7,10-trioxadodecanoate (139 mg, 0.50 mmol) and 4-(dimethylamino)-pyridine (DMAP, 121 mg, 1.00 mmol) in CH2Cl2 (6 mL) was cooled to 0 0C before adding l-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDCHCl, 105 mg, 0.55 mmol). The mixture was stirred for 5 min. at 0 0C and 18 hours at room temperature. The reaction mixture was acidified with HCl (2M) to a pH of 1-2 and extracted with CH2Cl2 (2 x 10 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo. The crude mixture was purified by preparative TLC (CH2Cl2/Me0H, 9/1) resulting in compound 10 as a slightly yellow oil (65 mg (27%)). Rf= 0.81 (CH2Cl2/Me0H, 9/1). 1H-NMR (400 MHz, CDCl3) delta (ppm): 7.19 (dd, J = 5.3, 1.9 Hz, IH), 7.29 (dd, J = 5.3, 1.9 Hz, IH), 5.71 (dd, J = 2.9, 1.6 Hz, IH), 5.66 (t, J = 1.7 Hz, IH), 4.36 (ddt, J = 11.9, 11.9, 7.1, 4.9 Hz, 2H), 3.73 (t, J = 4.9, 2H), 3.70 (t, J = 6.6 Hz, 2H), 3.64 (s, 6H), 3.60 (m, 2H), 2.49 (t, J= 6.6 Hz, 2H), 1.44 (s, 9H). LCQ MS(ESI+) m/z (%) 489.0 (50) [M+Na]+, 410.9 (50) [M-(CH3)2C=C]+

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, 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

Reference:
Patent; STICHTING VOOR DE TECHNISCHE WETENSCHAPPEN; STICHTING KATHOLIEKE UNIVERSITEIT NIJMEGEN; WO2008/75955; (2008); A2;,
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Related Products of 186020-66-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: 3-{2-[2-(2-Tosylsulfonyloxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester Tosyl chloride (22.3 g, 117 mmol) was added in portions to a stirring solution of 3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester (16.3 g, 58.6 mmol) and pyridine 60 mL in (240 mL) and the mixture was stirred overnight. The reaction was quenched with water (300 mL) and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (2*100 mL). The combined organic layer was washed with HCl (1N, 100 mL), water (100 mL), and dried over Na2SO4 and the solvent was removed in vacuo to give an oil which corresponds to the title compound that would be used as is for the next step. (M+1)=433.

According to the analysis of related databases, 186020-66-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRADSHAW, Curt W.; Sakamuri, Sukumar; Fu, Yanwen; Oates, Bryan; Desharnais, Joel; Tumelty, David; US2009/98130; (2009); A1;,
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Related Products of 186020-66-6, 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.186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, molecular formula is C13H26O6, molecular weight is 278.342, as common compound, the synthetic route is as follows.

An ice-cooled mixture of tert-butyl 3-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)propanoate (commercially available from for example Aldrich) (2.0 g, 7.2 mmol), triphenylphosphine (2.3 g, 8.6 mmol) and methyl 3-hydroxybenzoate (commercially available from for example Aldrich) (1.2 g, 7.9 mmol) in THF (40 mL) was treated dropwise over 5 minutes with diisopropyl azodicarboxylate (1.68 mL, 8.6 mmol). The mixture was warmed to ambient temperature and stirred for 18 hours. The mixture was then evaporated to dryness and purified by flash column chromatography (100 g silica cartridge) using a gradient elution from 0 to 100% methyl tert-butyl ether in cyclohexane over 40 minutes to afford the title compound (2.53 g, 85% yield). LCMS RT=1.14 min, ES+ve m/z 430 [M+NH4]+.

Statistics shows that 186020-66-6 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

Reference:
Patent; Crews, Craig M.; Buckley, Dennis; Ciulli, Alessio; Jorgensen, William; Gareiss, Peter C.; Van Molle, Inge; Gustafson, Jeffrey; Tae, Hyun-Seop; Michel, Julien; Hoyer, Dentin Wade; Roth, Anke G.; Harling, John David; Smith, Ian Edward David; Miah, Afjal Hussain; Campos, Sebastien Andre; Le, Joelle; US2014/356322; (2014); A1;,
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