Category: 35180-01-9

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. 35180-01-9, name is Chloromethyl isopropyl carbonate, A new synthetic method of this compound is introduced below., Formula: C5H9ClO3

Tenofovir (60 g, 0.209 mol) was placed in a 500 ml four-necked flask.250 g of N-methylpyrrolidone, and triethylamine (62.3 g, 0.617 mol) was added with stirring.Additional tetrabutylammonium bromide (40.25 g, 0.125 mol) was added.Warming up to 50 C,At this temperature, chloromethyl isopropyl carbonate (63.5 g, 0.418 mol) was added dropwise.Investment,Keep warm for 5 to 10 hours,After the end of the heat preservation, after extracting twice with n-heptane 250 ml×2, the water was separated into 480 g of purified water, and extracted three times with isopropyl acetate 240 g+120 g+120 g, and the isopropyl acetate solution was combined and washed twice with an aqueous solution of 180 g×2. , concentrated to dryness under reduced pressure at 40 C, 60 g of isopropanol, 40 CConcentrated to dryness under reduced pressure, adding 100 g of isopropanol, heating and dissolving, cooling to -10 to -20 C, adding 0.5 g of seed crystals, keeping for 2-8 hours, suction filtration,The wet product was dried at 40 C under reduced pressure to obtain tenofovir (99.28 g).Yield 91.5%The purity is 98.3%.

The synthetic route of 35180-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; Ye Meiqi; Xu Jiankang; Wu Hao; Chen Linguo; Ye Kai; (17 pag.)CN104974188; (2019); B;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 35180-01-9 as follows. Recommanded Product: Chloromethyl isopropyl carbonate

Step 1. Preparation of Iodomethylisopropyl carbonate: Tea solution of anhydrous sodium iodide (6 g, 40 mmol) in anhydrous acetonitrile (20 mL) chloromethyl isopropyl carbonate (2.9 g, 19 mmol) in anhydrous, acetonitrile (10 mL) was added drop wise over 20 min. The reaction mixture, covered with aluminum foil (protected from light) was stirred at room temperature overnight. The solid separated was filtered, washed with acetonitrile and the filtrate was concentrated under reduced pressure. Residue was dissolved in water (10 mL) and organics were extracted in ether (25 mL). Ether extracts were washed with sodium bisulfite (5%, 10 mL), later brine (10 mL). Organic layer was dried over anhydrous, sodium, sulfate, filtered, concentrated and dried under high dried vacuum. Yield 2.72 g (58%); 1H-NMR delta 1.3 (d, 6H), 4.95 (m, 1H), 5.95 (s, 2H).

According to the analysis of related databases, 35180-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPRING BANK PHARMACEUTICALS, INC.; Iyer, Radhakrishnan P.; Coughlin, John Edward; (35 pag.)US2015/329864; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 35180-01-9, The chemical industry reduces the impact on the environment during synthesis 35180-01-9, name is Chloromethyl isopropyl carbonate, I believe this compound will play a more active role in future production and life.

To a solution of 4-{3-[3-bromo-4-(difluorophosphonomethyl)benzyl]-2-imino-2,3-dihydro-thiazol-4-yl}benzoic acid (600 mg, 1.14 mmol) in 8 mLN,N-dimethylformamide under nitrogen atmosphere was added diisopropyl ethylamine (0.99 mL, 5.7 mmol) followed by 708 mg (4.62 mmol) of 1-chloromethyl isopropyl carbonate (prepared according to the procedure in EP 0 682 023) and catalytic amount of Nal (80 mg, 10 mol %). The mixture was stirred at 60 C for 14 hours. Solvent wasevaporated under reduced pressure. The residue was dissolved in 30 mL dichloromethane and washed with 20 mL water followed by 20 mL brine, dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure. The residue was purified on silica gel column using dichloromethane (400 mL), 25:1 dichloromethane : ethanol (600 mL) and 15:1 dichloromethane : ethanol (600 mL) and then 12:1 dichloromethane : ethanol to elute the compound. Fractions containing pure compound were combined and evaporated to obtain 275 mg (32 %) of title compound..H NMR (CDC13, 600 MHz): 5 (ppm) 1.31 (s, 12H), 4.50 (s, 2H), 4.94 (m, 1H), 4.96 (m, 1H), 5.61 (s, 2H), 6.00 (s, 2H), 6.84 (s, 1H), 7.28-8.07 (m, 7H); MS (ESI): m/z 750 (M-H)+.

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, Chloromethyl isopropyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CENGENT THERAPEUTICS, INC.; WO2006/28970; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 35180-01-9, name is Chloromethyl isopropyl carbonate, A new synthetic method of this compound is introduced below., name: Chloromethyl isopropyl carbonate

A method for synthesizing tenofovir disoproxil, in a dry and clean 1000 mL three-neck reaction flask with mechanical stirring, after nitrogen substitution, 500 mL of N, N-dimethylacetamide was added at room temperature, and tenofovir (PMPA ) 86.1g (0.3 mol, 1.0 equiv), triethylamine 60.6g (0.6 mol, 2.0 equiv), tetrabutylammonium bromide 9.7g (0.03 mol, 0.1 equiv), urea 18.2g (0.3 mol, 1.0 equiv) After stirring for 30min, the temperature was raised to 50 ~ 60 C, and 137.2g (0.9mol, 3 equiv) of POC was slowly added dropwise. After the dropwise addition was completed, the reaction was continued for about 3 hours. After the temperature was lowered, the reaction solution was flushed into 2000mL of ice brine, and stirred Hours, filtered to obtain crude tenofovir dipyrfurate, then beaten once with 300 ml of isopropyl acetate, filtered, and dried to obtain 127.8 g of tenofovir dipyrfurate, purity 98.5%, yield 82.0%.

The synthetic route of 35180-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aoruite Pharmaceutical Co., Ltd.; Xu Tingjun; Xie Xiaoqiang; Liu Xijing; Zhou Tianxi; Xu Xiaobo; (7 pag.)CN110590842; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 35180-01-9, name is Chloromethyl isopropyl carbonate, A new synthetic method of this compound is introduced below., Product Details of 35180-01-9

Step 1: Iodomethyl Isopropyl Carbonate (49B) Chloromethyl isopropyl carbonate (49A) (30.0 g, 0.198 mol) was dissolved in acetone (150 mL), sodium iodide (60.0 g, 0.396 mol) was added to the mixture, stirring at 30 C. for 4 h. The mixture was then filtered and concentrated in vacuo, the residue was purified by silica gel column chromatography (petroleum ether) to afford iodomethyl isopropyl carbonate (49B) as a light yellow liquid (40.4 g, yield: 83.7%). 1H NMR (400 MHz, CDCl3): delta 5.93 (s, 1H), 4.97-4.91 (m, 1H), 1.32 (d, 6H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Sichuan Haisco Pharmaceutical Co., Ltd.; QIN, Linlin; LI, Fangqiong; YI, Shixu; LUO, Huadong; LUO, Xinfeng; WAN, Songlin; REN, Lei; LIU, Guoliang; WEI, Yonggang; LIU, Jianyu; TANG, Peng Cho; (121 pag.)US2016/60197; (2016); A1;,
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Application of 35180-01-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 35180-01-9, name is Chloromethyl isopropyl carbonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 9 Preparation of Tenofovir Disoproxil Fumarate [0092] To a clean 3-necked 1 L round bottom flask equipped with a mechanical stirrer, thermometer socket, addition funnel and dean-stark apparatus was charged cyclohexane (400 ml) and tenofovir (50 gms, obtained from example 1) and triethyl amine (34 gms) at temperature 20 C. to 35 C. Heated to 80 C. to 85 C. and stirred for 2 hours and simultaneously removed water liberated. The solvent was removed completely from the reaction mixture by distillation under vacuum at below 65 C. and to the obtained residue N-methyl pyrrolidinone (150 ml) and triethyl amine (34 gms) were charged at 25 C. to 30 C. Heated to 50 C. to 55 C. and chloromethyl isopropyl carbonate (125 gms) was added at same temperature and stirred for 4 hours. After completion of the reaction, the reaction mass was cooled to 20 C. to 25 C. and washed with cyclohexane (200 ml). Methylene chloride (500 ml) was charged into the organic layer and stirred for 1 hour at 10 C. to 15 C. Filtered the salts formed and washed the filtrate with water (500 ml), separated the layers and charged water (500 ml) to the organic layer. Adjusted pH to 6.5 to 7.5 with 10% ammonia solution and separated the organic layer from the aqueous layer. The solvent was removed from the organic layer under vacuum at below 35 C. to obtain oily product and then the oily product was diluted with isopropanol (150 ml). [0093] In a clean another 3-necked 1 L round bottom flask equipped with a mechanical stirrer, thermometer socket and addition funnel was charged isopropanol (350 ml) and Fumaric acid (19 gms). Heated to 50 C. to 55 C. and stirred for 20 minutes and above obtained oily product solution was added at 50 C. to 55 C. Stirred for 30 minutes at this temperature and cooled to 0 C. to 5 C. Filtered the product and washed with chilled isopropanol (75 ml). The wet product was dried at 35 C. to 40 C. under reduced pressure to provide the title compound as crude (80 gms). [0094] In another clean 3-necked 1 L round bottom flask equipped with a mechanical stirrer, thermometer socket and addition funnel was charged ethyl acetate (450 ml) and crude product (80 gms) at temperature 10 C. to 15 C. Stirred the slurry for 1 hour and filtered the product and washed with chilled ethyl acetate (50 ml). The wet product was dried at 35 C. to 40 C. for 6 hours under reduced pressure to provide the title compound. [0095] Yield: 55 gms. [0096] HPLC purity: 98.9%

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, Chloromethyl isopropyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Laurus Labs Private Limited; Indukuri, Venkata Sunil Kumar; Joga, Sree Rambabu; Gorantla, Seeta Ramanjaneyulu; Chava, Satyanarayana; US2014/303368; (2014); A1;,
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Application of 35180-01-9, 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. 35180-01-9, name is Chloromethyl isopropyl carbonate, This compound has unique chemical properties. The synthetic route is as follows.

Compound 14 (50 mg, 0.106 mmol) was dissolved in DMF (1 mL) and chloromethyl propan- 2-yl carbonate (24 mg, 0.158 mmol) and K2C03 (22 mg, 0.158 mmol) were added. The mixture was stirred at 50C for 30 min. The reaction mixture was diluted with EtOAc and washed with water. The combined organic phases were dried over MgS04, filtered, and evaporated in vacuo. The crude was purified by flash chromatography on silica gel using a gradient of EtOAc in cHex to yield the desired product 121 (58 mg, 93%) as a white powder. 1H NMR (400MHz, DMSO-d6) delta 7.70 (dd, 1 H), 7.59-7.52 (m, 1 H), 7.46-7.40 (m, 1 H), 7.01 – 6.90 (m, 2H), 6.87-6.75 (m, 1 H), 6.31 (s, 1 H), 5.82-5.64 (m, 2H), 5.52-5.42 (m, 1 H), 4.84- 4.73 (m, 1 H), 4.20-3.50 (m, 2H), 3.28-3.02 (m, 2H), 2.72-2.53 (m, 1 H), 2.02-1.88 (m, 1 H), 1 .82-1.36 (m, 6H), 1 .28-1.20 (m, 6H). MS (ES) C29H29CIFN09 requires: 589/591 , found: 590/592 (M+H)+, 99%

The chemical industry reduces the impact on the environment during synthesis Chloromethyl isopropyl carbonate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEAD DISCOVERY CENTER GMBH; MAX PLANCK GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E. V.; SOTIO A.S.; DI LUCREZIA, Raffaella; BERGBREDE, Tim; NUSSBAUMER, Peter; KOCH, Uwe; KLEBL, Bert; CHOIDAS, Axel; UNGER, Anke; LARSSON, Nils-Goeran; FALKENBERG-GUSTAFSSON, Maria; GUSTAFSSON, Claes M.; (157 pag.)WO2019/57821; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 35180-01-9 as follows. Recommanded Product: Chloromethyl isopropyl carbonate

Step 1. Preparation of Iodomethylisopropyl carbonate: Tea solution of anhydrous sodium iodide (6 g, 40 mmol) in anhydrous acetonitrile (20 mL) chloromethyl isopropyl carbonate (2.9 g, 19 mmol) in anhydrous, acetonitrile (10 mL) was added drop wise over 20 min. The reaction mixture, covered with aluminum foil (protected from light) was stirred at room temperature overnight. The solid separated was filtered, washed with acetonitrile and the filtrate was concentrated under reduced pressure. Residue was dissolved in water (10 mL) and organics were extracted in ether (25 mL). Ether extracts were washed with sodium bisulfite (5%, 10 mL), later brine (10 mL). Organic layer was dried over anhydrous, sodium, sulfate, filtered, concentrated and dried under high dried vacuum. Yield 2.72 g (58%); 1H-NMR delta 1.3 (d, 6H), 4.95 (m, 1H), 5.95 (s, 2H).

According to the analysis of related databases, 35180-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPRING BANK PHARMACEUTICALS, INC.; Iyer, Radhakrishnan P.; Coughlin, John Edward; (35 pag.)US2015/329864; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 35180-01-9, name is Chloromethyl isopropyl carbonate, 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. Application In Synthesis of Chloromethyl isopropyl carbonate

After pretreating the crude tenofovir obtained in step S02,And 16L N-methylpyrrolidone, 4.44kg of triethylamine, after stirring evenly,Start to warm to 50 C, stir, add 11.15 kg of isopropyl chloromethyl carbonate,After stirring, the reaction was completely quenched by cooling, and after cooling, 12 L of cyclohexane was added twice.Stir, centrifuge, layer, discard the upper layer of cyclohexane, and transfer the filtrate from the lower layer to the reaction vessel.Add 30 L of water and 20 L of ethyl acetate, stir for 30 minutes, and let stand for stratification.The aqueous layer was extracted once with 10 L of ethyl acetate.Add 1.0 kg of anhydrous sodium sulfate, stir dry, centrifuge,The filtrate is transferred to the transfer reactor in batches, concentrated under reduced pressure, and the concentrate is transferred to the reaction vessel.Tenofovir disoproxil give crude ester.

The synthetic route of Chloromethyl isopropyl carbonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Kexing Biological Products Co., Ltd.; Zhang Yun; Hao Zhihai; Qiu Duxian; Wang Cuicui; Cui Ning; (24 pag.)CN108586532; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In an article, author is Aguirre-Becerra, Humberto, once mentioned the application of 35180-01-9, COA of Formula: C5H9ClO3, Name is Chloromethyl isopropyl carbonate, molecular formula is C5H9ClO3, molecular weight is 152.5762, MDL number is MFCD07375443, category is esters-buliding-blocks. Now introduce a scientific discovery about this category.

Jacaranda flower (Jacaranda mimosifolia) as an alternative for antioxidant and antimicrobial use

Antimicrobial resistance to antibiotics is a serious health problem worldwide, for this reason, the search for natural agents with antimicrobial power against pathogenic microorganisms is of current importance. The objective of this work was to evaluate the antioxidant capacity (ABTS+ and DPPH), antimicrobial activity, and polyphenol compounds of methanolic and aqueous extracts of Jacaranda mimosifolia flowers. The antimicrobial activity against Bacillus cereus ATCC 10876, Bacillus subtilis ATCC 6633, Enterococcus faecalis ATCC 51299, Escherichia coli ATCC 25922, Listeria monocytogenes ATCC 19115, Pseudomonas aeruginosa ATCC 27853, Salmonella typhimurium ATCC 14028, Staphylococcus aureus ATCC 25923, and Streptococcus mutans ATCC 25175, was determined using the Kirby Bauer technique. The results of polyphenolic compounds showed a high amount of total flavonoids in the methanolic and aqueous extracts (503.3 +/- 86.5 and 245. 7 +/- 27.8 mg Rutin Equivalents/g DW, respectively). Quercetin, gallic acid, caffeic acid, and rutin were identified by the HPLC-DAD technique, while in the GC-MS analysis, esters, fatty acids, organic compounds, as well as monosaccharides were identified. Higher antioxidant capacity was detected by the ABTS technique (94.9% and 62.6%) compared to DPPH values (52.5% and 52.7 %) for methanolic and aqueous extracts, respectively. The methanolic extract showed a greater inhibitory effect on gram-positive bacteria, with a predominant higher inhibition percentage on Listeria monocytogenes and Streptococcus mutans (86% for both). In conclusion, Jacaranda flower extracts could be a natural antimicrobial and antioxidant alternative due to the considerable amount of polyphenolic compounds, and serve as a sustainable alternative for the isolation of active ingredients that could help in agriculture, aquaculture, livestock, pharmaceutics, and other industrial sectors, to remediate problems such as oxidative stress and antimicrobial abuse.

If you are interested in 35180-01-9, you can contact me at any time and look forward to more communication. COA of Formula: C5H9ClO3.