Category: 1005-56-7

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. 1005-56-7, name is O-Phenyl carbonochloridothioate, A new synthetic method of this compound is introduced below., COA of Formula: C7H5ClOS

In a 30 ml eggplant type flask,Methyl alpha-L-fucopyranoside178.2 mg (1.0 mmol),Dioctyldichlorotin41.6 mg (0.10 mmol),Tetrabutylammonium iodide110.7 mg (0.30 mmol),Tetrahydrofuran10 ml was added,Followed by stirring.To this mixed solutionPhenyl chlorothionoformate0.175 ml (1.3 mmol) was added,Then,1,2,2,6,6-pentamethylpiperidine0.271 ml (1.5 mmol) was added,The reaction was carried out at 20 C. for 6 hours.After completion of the reaction,To the reaction solution was added saturated aqueous solution of ammonium chloride20 ml was added,The extraction operation was carried out three times with 20 ml of ethyl acetate.The organic phase (ethyl acetate phase) was washed with 20 ml of water,After washing with 20 ml of an aqueous sodium chloride solution,It was dried over anhydrous magnesium sulfate,After filtration,The solvent (ethyl acetate) was distilled off under reduced pressure.The residueBy silica gel chromatographyAs a result of purification (developing solvent n-hexane: ethyl acetate = 5: 1)Methyl 3-O-phenoxythiocarbonyl-alpha-L-fucopyranosideWas obtained at 283.8 mg (yield 90%).Since the alpha-L-fucopyranoside in which the hydroxyl group other than the 3-position was monophenoxythiocarbonylated could not be obtained, the selectivity of methyl 3-O-phenoxythiocarbonyl-alpha-L-D-fucopyranoside was 100%.

The synthetic route of 1005-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAGASAKI UNIVERSITY; TOKUYAMA CORPORATION; ONOMURA, OSAMU; MURAMATSU, WATARU; IWASAKI, FUMIAKI; (32 pag.)JP5669643; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1005-56-7,Some common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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.

95) 8-Bromo-2′-phenoxythiocarbonyladenosine-3′,5′-cyclic boranophosphate, Sp- isomer (Sp-8-Br-2′-PTC-cAMPB. No. 306)A solution of 5 muiotatauiotaomicronIota of Sp-8-Br-cAMPB (example 2) in 2 ml of dry dichloromethane was treated with 2.5 mg of dimethylaminopyridine (Aldrich) and 1 .4 muIota of phenoxythiocarbonyl chloride (Fluka) for 16 h at RT under argon. The decrease of the starting material at 1 :62 min was followed by HPLC (RP-18, 20 Vol.-% acetonitrile, 20 mM triethylammonium formate buffer, 1 .5 ml/min., pH 7 at 259 nm).The peak for Sp-8-Br-2′-PTC-cAMPB at 2:69 min was isolated by semipreparative column chromatography on reversed phase silica (RP-18, 40 Vol.-% acetonitrile, 20 mM triethylammonium formate buffer, 1 .5 ml/min., pH 7), yield 87.6%.C17H18BBrN506PS; MW 542.1 1 UV: max: 259 nm HPLC: 2:69 min.ESI-MS (+): m/z 643/645 [M + 2TEA + H] +^ 629 [M + 2TEA – BH3 + H] + ESI-MS (-): m/z 540/542 [M – H]? 526 [M – BH3 – H] ~ ^ 212 [8-Br-A – H] +

The synthetic route of 1005-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOLOG LIFE SCIENCE INSTITUTE FORSCHUNGSLABOR UND BIOCHEMICA-VERTRIEB GMBH; GENIESER, Hans-Gottfried; WO2012/130829; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1005-56-7,Some common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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.

In a 30 ml eggplant type flask,Methyl alpha-L-rhamnopyranoside178.2 mg (1.0 mmol),Dioctyldichlorotin41.6 mg (0.10 mmol),Tetrabutylammonium iodide36.9 mg (0.10 mmol),Tetrahydrofuran10 ml was added,Followed by stirring.thisTo the mixed solution, phenyl chlorothionoformate0.175 ml (1.3 mmol) was added,Then,1,2,2,6,6-pentamethylpiperidine0.271 ml (1.5 mmol) was added,The reaction was carried out at 20 C. for 6 hours.After completion of the reaction,To the reaction solution was added saturated ammonium chloride aqueous solution (20 ml)The extraction operation was carried out three times with 20 ml of ethyl acetate.The organic phase (ethyl acetate phase) was washed with 20 ml of water,After washing with 20 ml of an aqueous sodium chloride solution,It was dried over anhydrous magnesium sulfate,After filtration,The solvent (ethyl acetate) was distilled off under reduced pressure.The residuePurification by silica gel chromatography(Developing solvent n – hexane: ethyl acetate = 5: 1), 299.2 mg (yield 95%) of methyl 3 – O – phenoxythiocarbonyl -alpha- L – rhamnopyranoside was obtained. The hydroxyl groups other than the 3-position are monophenoxythiocarbonylatedThe selectivity of methyl 3-O-phenoxythiocarbonyl-alpha-L-rhamnopyranoside was 100% because alpha-L-rhamnopyranoside was not obtained.

The synthetic route of 1005-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAGASAKI UNIVERSITY; TOKUYAMA CORPORATION; ONOMURA, OSAMU; MURAMATSU, WATARU; IWASAKI, FUMIAKI; (32 pag.)JP5669643; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1005-56-7, 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 1005-56-7 as follows.

In a 30 ml eggplant type flask, 194.2 mg (1.0 mmol) of methyl beta-D-glucopyranoside, 22.0 mg (0.10 mmol) of dimethyldichlorotin, 36.9 mg (0.10 mmol) of tetrabutylammonium iodide,Tetrahydrofuran (10 ml) was added and stirred. To this mixed solution, 0.175 ml (1.3 mmol) of phenyl chlorothionoformate was added, then 0.271 ml (1.5 mmol) of 1,2,2,6,6-pentamethylpiperidine was added and the mixture was stirred at 20 C. for 6 hours And reacted. After completion of the reaction, 20 ml of a saturated aqueous solution of ammonium chloride was added to the reaction solution, and extraction operation was carried out three times with 20 ml of ethyl acetate. The organic phase (ethyl acetate phase) was washed with 20 ml of water and 20 ml of an aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and the solvent (ethyl acetate) was distilled off under reduced pressure. The residue was purified by silica gel chromatography (developing solvent n-hexane: ethyl acetate = 5: 1) to obtain 331.05 mg (100% yield) of methyl 6-0-phenoxythiocarbonyl-? – D-glucopyranoside did. Since the beta-D-glucopyranoside in which the hydroxyl group other than the 6-position was phenoxythiocarbonylated could not be obtained, the selectivity of 6-O-phenoxythiocarbonyl-beta-D-glucopyranoside was 100%.

According to the analysis of related databases, 1005-56-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nagasaki University; Tokuyama Corporation; Onomura, Osamu; Muramatsu, Wataru; Tanigawa, Tomoko; Iwasaki, shitetsu; (14 pag.)JP5669618; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1005-56-7, name is O-Phenyl carbonochloridothioate, belongs to chlorides-buliding-blocks compound, 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 1005-56-7, Computed Properties of C7H5ClOS

General procedure: 1a (0.996g, 1.5mmol) / 1b (0.204g, 0.30mmol), NaOH (0.18g, 4.5mmol / 0.072g, 1.8mmol) in 20mL Stir in CH2Cl2 for 15 minutes. Join slowly in 5 minutesPhenyl thiochloroformate(0.258 g, 1.5 mmol / 0.103 g, 0.6 mmol).The TLC dot plate tracks the progress of the reaction and stops the reaction after the disappearance of the raw materials.10% HCl was added to the reaction solution to neutralize excess NaOH.After oscillating, the organic phase was separated and the aqueous phase was extracted with CH2Cl2.The organic phase was combined, washed with brine and dried over anhydrous sodium sulfate.After concentrating by evaporation, the crude product was purified and purified by ethylamine (ethyl acetate: petroleum ether = 1:100) to give white solid 2a (0.75 g, yield 71%) and 2b (0.171 g,Yield 75%).

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.

Reference:
Patent; Changzhou University; Li Zhengyi; Tong Hongxiao; Chen Yuan; Yin Le; Xiao Tangxin; Sun Xiaoqiang; (9 pag.)CN108727241; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1005-56-7, A common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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.

6b (100 mg, 0.30 mmol) was dissolved in 5 mL of acetonitrile,4-Dimethylaminopyridine (162 mg, 1.33 mmol) andThiocarbazoformate (0.1 mL),After stirring at 0-60 C for 2-12 hours, the reaction solution was filtered,Concentrated, separated by column (n-hexane / ethyl acetate: 20/1)To give colorless oil 9 (122 mg, 0.26 mmol, 86%).

The synthetic route of 1005-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Xie Weijia; Zhang Chenxi; Wang Zihao; Wu Xiaoming; Xu Jinyi; Yao Hequan; Lin Aijun; (12 pag.)CN107043403; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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. name: O-Phenyl carbonochloridothioate

6a (100 mg, 0.30 mmol) was dissolved in 5 mL of acetonitrile,4-Dimethylaminopyridine (162 mg,1.33 mmol) andPhenylchloroformate (0.1 mL)After stirring at 0-60 C for 2-12 hours, the reaction solution was filtered, concentrated and separated by column(N-hexane / ethyl acetate: 20/1) gave a colorless oil 8 (128 mg, 0.27 mmol, 90%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1005-56-7, its application will become more common.

Reference:
Patent; China Pharmaceutical University; Xie Weijia; Zhang Chenxi; Wang Zihao; Wu Xiaoming; Xu Jinyi; Yao Hequan; Lin Aijun; (12 pag.)CN107043403; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 1005-56-7, name is O-Phenyl carbonochloridothioate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H5ClOS

194.2 mg (1.0 mmol) of methyl alpha-D-glucopyranoside, 41.6 mg (0.10 mmol) of dioctyl dichloro tin, tetrabutylammonium iodide36.9 mg (0.10 mmol) and 10 ml of tetrahydrofuran were added and stirred. To this mixed solution, 0.175 ml (1.3 mmol) of phenyl chlorothionoformate was added, then 0.271 ml (1.5 mmol) of 1,2,2,6,6-pentamethylpiperidine was added and the mixture was stirred at 20 C. for 6 hours.After completion of the reaction, 20 ml of a saturated aqueous solution of ammonium chloride was added to the reaction solution, and extraction operation was carried out three times with 20 ml of ethyl acetate. The organic phase (ethyl acetate phase) was washed with 20 ml of water and 20 ml of an aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and the solvent (ethyl acetate) was distilled off under reduced pressure. The residue was purified by silica gel chromatography (developing solvent n-hexane: ethyl acetate = 5:: 1), 319.5 mg (yield: 97%) of methyl 2-O-phenoxythiocarbonyl-alpha-D-glucopyranoside was obtained.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1005-56-7.

Reference:
Patent; NAGASAKI UNIVERSITY; TOKUYAMA CORPORATION; ONOMURA, OSAMU; MURAMATSU, WATARU; TANIGAWA, SATOKO; IWASAKI, FUMIAKI; (19 pag.)JP5669637; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, 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. Formula: C7H5ClOS

A suspension of activated zinc dust (98.5 mg, 1.51 mmol) and ethyl bromodifluoroacetate (0.19 mL, 1.51 mmol) in THF (5 mL) was refluxed for 20 min and then cooled to 00C. To this, the solution of the aldehyde (+)- 39 (100 mg, 0.30 mmol) in THF (5 mL) was added. The reaction mixture was warmed to15 room temperature, followed by refluxing for 20 min, and then cooled to room temperature. The reaction mixture was poured into 1 M KHSO4 and extracted with EtOAc (3x 20 mL), washed with brine, dried over MgSO4, concentrated in vacuo, and then purified by column chromatography (10% EtOAc/hexanes) to give 84.5 mg (62%) of a 1:1 mixture of diastereomers of the desired alcohol as a colorless oil. To a solution of ethyl ester (84 mg,20 0.18 mmol) and pyridine (0.066 mL, 0.82 mmol) in CH2Cl2 (5 mL), phenyl chlorothionoformate (0.053 mL, 0.38 mmol) was added. After being stirred at room temperature for 20 hours, the reaction mixture was diluted with water, extracted with ether (3x 20 mL), washed with satd NaHCO3 solution and brine, dried over MgSO4, concentrated in vacuo, and then purified by column chromatography (5% EtOAc/hexanes) to give 97.825 mg (90%) of the desired carbonate as diastereomeric mixtures. To the solution of the resulting phenylthianocarbonate (97.5 mg, 0.16 mmol) in anhydrous benzene (10 mL), 2,2′- azobisisobutyronitrile (AlBN, 5 mg) and tributyltin hydride (0.066 mL, 0.24 mmol) were added at room temperature. After being refluxed for 3 hours, the mixture was cooled to 0 0C, diluted with water, extracted with EtOAc (3x 20 mL), washed with brine, dried over30 MgSO4, concentrated in vacuo, and then purified by column chromatography (3%EtOAc/hexanes) to give 58.2 mg (80%) of the desired difluoro ester 42 as a colorless oil: 1H NMR (400 MHz, CDCl3) delta 4.32 (q, J= 7.2 Hz, 2H), 4.03 (s, IH), 2.14-2.06 (m, IH), 1.98- 1.89 (m, 2H), 1.85-1.75 (m, 2H), 1.69-1.64 (m, IH), 1.61-1.53 (m, 2H), 1.49-1.43 (m, EPO IH), 1.38-1.34 (m, 2H), 1.35 (t, J= 7.2 Hz5 3H), 1.26-1.17 (m, 3H), 1.13-0.99 (m, 2H), 0.94 (t, J= 8.0 Hz, 9H), 0.91 (d, J= 6.0 Hz5 3H), 0.90 (s, 3H), 0.55 (q, J= 8.0 Hz, 6H).

The synthetic route of O-Phenyl carbonochloridothioate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JOHNS HOPKINS UNIVERSITY; WO2006/74227; (2006); A2;,
Chloride – Wikipedia,
Chlorides – 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 1005-56-7 as follows. Recommanded Product: 1005-56-7

Methyl-5-Jf-acetamido-3 , 5-dideoxy-3- f luoro- 8 , 9- 0-isopropylidene-4- O- (phenoxy) thiocarbonyl-D- eryt+/-ro-/?- L-manno-2 -nonulopyranosonate 19 :19To a solution of 18 (1.949 g, 5.1 mmol) in 70 mL dry DCM and 35 mL pyridine, phenylchlorothionoformate (761 muL, 5.6 mmol) was added at -400C and stirred for 30 minutes at this temperature. The mixture was then brought to room temperature and stirred for further 4 hours. MeOH (5 mL) was then added and after 10 minutes the -crude mixture was concentrated in .vacuo. and purified by column chromatography (EtOAc/MeOH 100:1) to give 19. Colorless solid (2.065 g, 76%) . 1H-NMR (400 MHz, CDCl3) delta 1.35 (s, 3H, Me2C), 1.40 (s, 3H, Me2C), 2.35 (s, 3H, NHAc), 3.49 (m, IH, H-5), 3.86 (s, 3H, OMe), 4.07 (dd, J = 21.5, 10.5 Hz, IH, H-9) , 4.37 (m, IH, H-9′), 4.45 (d, J = 4.9 Hz, IH, H-8), 4.58 (q, J = 2.7 Hz, IH, H-6), 5.16 (dd, J = 25.4, 1.7 Hz, IH, H-3), 5.69 (d, J = 3.6 Hz, IH, H-7), 6.11 (ddd, J = 8.7, 23.1 Hz, IH, H-4) , 6.25 (d, J = 8.2 Hz, IH, NHAc), 7.06 – 7.45 (m, 5H, OPh)

According to the analysis of related databases, 1005-56-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF BATH; WATTS, Andrew, Graham; WO2010/29302; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics