Category: 6627-89-0

Reference of 6627-89-0,Some common heterocyclic compound, 6627-89-0, name is tert-Butyl phenyl carbonate, molecular formula is C11H14O3, 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.

A solution of 0.48 mL (3.8 mmol) of 4-bromo-lH-indole in 1 mL of THF was added to a suspension of 0.15 g (6.3 mmol) of NaH in 5 mL of THF, followed by 1.2 mL (6.3 mmol) of tert-butyl phenylcarbonate. The reaction solution was stirred 18 h, then quenched with1 mL of iPrOH, poured into 100 mL of Et2O and washed twice with a saturated aqueous solution of NH4Cl and thrice with water. The organic solvent was removed in vacuo and the residue was purified by flash chromatography eluting with neat hexane to yield the title compound. MS (M-BOC+2H)+ 196.

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

Reference:
Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 6627-89-0, name is tert-Butyl phenyl 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. Computed Properties of C11H14O3

tert-Butyl 4-(3-formyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-yl)-1H-pyrrolo[2,3-c]pyridine-1-carboxylate (94e) A solution of tert-butyl 4-bromo-1H-pyrrolo[2,3-c]pyridine-1-carboxylate 94d (1.37 g, 4.61 mmol), 1-tetrahydro-2H-pyran-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-3-carbaldehyde 36c (1.78 g, 5.00 mmol), and potassium phosphate (1.47 g, 6.92 mmol) in N,N-dimethylacetamide (46 mL) and water (4.6 mL) was degassed by bubbling with N2 for 30 min. Tetrakis(triphenylphosphine) palladium(0) (266 mg, 0.231 mmol) was added, and the mixture was degassed an additional 30 min before placing in a 90 C. oil bath. After 2 hours the reaction was removed from heat, diluted with EtOAc (150 mL), and washed with a mixture of water (100 mL) and saturated aqueous NaHCO3 (100 mL). The aqueous layer was extracted with EtOAc (2*100 mL) and the combined organics were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The crude mixture was dissolved in anhydrous THF (20 mL) and added to a suspension of sodium hydride (307 mg of a 60% suspension in oil) in THF (10 mL) at 0 C. After 20 min stirring, tert-butylphenyl carbonate (1.0 mL, 5.4 mmol) was added and the mixture stirred 20 min before carefully quenching with water (50 mL). The aqueous layer was extracted with EtOAc (3*50 mL) and the combined organics were washed with bring, dried (MgSO4), filtered, and concentrated in vacuo. Silica gel chromatography of the crude residue (eluding with a 10-80% EtOAc in hexanes gradient) afforded 94e (367 mg, 18%) as a yellow foam. 1H NMR (300 MHz, CDCl3) delta 10.30 (s, 1H), 9.42 (s, 1H), 8.56 (s, 1H), 8.54 (s, 1H), 7.83 (m, 2H), 7.74 (dd, J=1.70, 8.67 Hz, 1H), 6.78 (d, J=3.01 Hz, 1H), 5.91 (dd, J=2.64, 8.85 Hz, 1H), 4.05 (m, 1H), 3.83 (m, 1H), 2.62 (m, 2H), 2.23 (m, 2H), 1.84 (m, 2H), 1.73 (s, 9H).

The synthetic route of tert-Butyl phenyl carbonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC; US2005/90529; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 6627-89-0, These common heterocyclic compound, 6627-89-0, name is tert-Butyl phenyl 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.

Example 36A; To a solution of 8.00 g (76.7 mmol) pentane-1 ,3-diamine in 150 ml anhydrous ethanol 29.0 ml (153 mmol) te/t-butyl-phenyl-carbonate are added. The mixture is heated to reflux for 4 h. After cooling to room temperature 500 ml water is added, the mixture is adjusted to pH 3 with 2M HCI and extracted two times with 500 ml DCM. The aqueous layer is separated, adjusted to pH 12 with 2M sodium hydroxide solution and extracted three times with 500 ml DCM. The organic phases are combined, dried and evaporated under reduced pressure to yield the product as an oil. The product is used for the next reaction without further purification, yield: 15.5 g (100%) LC-MS (Method 1s): RT = 0.91 min MS (ESI pos): m/z = 203 (M+H)+

The synthetic route of 6627-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/92566; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 6627-89-0, 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. 6627-89-0, name is tert-Butyl phenyl carbonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Neat tert-butyl phenyl carbonate (284 mg, 271 uL, 1.46 mmol) was added to a solution of Nu,Nu’- bis(3-aminopropyl)butane-1,4-diamine (296.0 mg, 1.46 mmol) in ethanol (2.0 ml_) and the contents heated to reflux with stirring for 18 hours. The reaction mixture was concentrated to a pale yellow-colorless oil under vacuum and purified by reverse phase HPLC (Method J). Product containing fractions were lyophilized to obtain 221 mg (23%) of the desired product. LC-MS m z 303.3 [M+H+]; retention time = 0.26 minutes (Method 5). 73 mg (8%) Of tert-butyl (2,2-dimethyl-4-oxo-3-oxa-5,9,14-triazaheptadecan-17-yl)carbamate was also obtained; LC-MS m/z 403.4 [M+H+]; retention time = 0.47 minutes (Method 5).

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, tert-Butyl phenyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; AHMAD, Omar Khaled; BROWN, Stephen Paul; DIRICO, Kenneth John; DUSHIN, Russell; FILZEN, Gary Frederick; PUTHENVEETIL, Sujiet; STROP, Pavel; SUBRAMANYAM, Chakrapani; TUMEY, Lawrence N.; (402 pag.)WO2018/138591; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6627-89-0, name is tert-Butyl phenyl carbonate, belongs to esters-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 6627-89-0, Formula: C11H14O3

Intermediate 130; 1,1-dimethylethyl (2-amino-2-methylpropyl)carbamate; To a solution of 2-methyl-1 ,2-propanediamine (300 mg, 3.40 mmol) in ethanol (15 ml) was added phenyl-tBu-carbamate (1.32 g, 6.80 mmol). The reaction mixture was stirred at 800C overnight. The solvent was evaporated, water was added and HCI 1 N until pH=3. The mixture was washed with dichloromethane (2 times). The aqueous phase was basified with NaOH 1 N until pH=11-12 and was extracted with dichloromethane (4 times). The organic phase was dried over Na2SO4, filtered and concentrated to give the title compound as colourless liquid (422 mg, 66%). LC/MS : m/z 189 (M+23)+, Rt: 1.62 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.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 6627-89-0, The chemical industry reduces the impact on the environment during synthesis 6627-89-0, name is tert-Butyl phenyl carbonate, I believe this compound will play a more active role in future production and life.

t-Butyl phenyl carbonate (20 mL, 0.11 mole) was added drop-wise to a solution of N-(3-aminopropyl)-1,3-propanediamine (0.05 mole) in anhydrous DMF (50 mL). To this solution was added Et3N (5 mL). The resulting mixture was stirred at room temperature overnight. The mixture was poured into a phosphate buffer (2 L, 0.025 M K2HPO4 and 0.025 M NaH2PO4), and the resulted solution was adjusted to pH 3 with 2 M H2SO4 with vigorous stirring. The mixture was extracted with DCM (2×250 mL) and the organic extracts were discarded. The aqueous layer was basified with aq. 9 N NaOH; and then was extracted with DCM (3×250 mL). The organic extracts were dried over Na2SO4, concentrated under reduced pressure, and then dried under vacuum overnight to give the desired product (15 g, 90% yield). Di-t-butyloxy Triamine (III):To a solution of triamine (II) (0.05 mole) in DMF (50 mL) was added the t-butyl phenyl carbonate (2.3 eq.). The reaction mixture was stirred overnight at room temperature and poured into phosphate buffer (1 L of 0.05 M K2HPO4 and 0.05 M NaH2PO4). The pH was adjusted to 3 with 2 M H2SO4 and extracted with diethyl ether (3×250 mL). The aq. phase was made strongly alkaline with 10 N NaOH and extracted with DCM (4×250 mL). The organic phase was washed with brine, dried over sodium sulphate, and concentrated under reduced pressure to provide the bis protected triamine (III) as a white solid (yield 60%).

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, tert-Butyl phenyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Affymax, Inc.; US2009/48147; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6627-89-0, name is tert-Butyl phenyl carbonate, belongs to esters-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 6627-89-0, SDS of cas: 6627-89-0

Preparation of 1-(-N-Boc-aminomethyl)-4-(aminomethyl)benzene [0178] [0179] Tert-butylphenyl carbonate (2.7 mL, 14.7 mmol) was added dropwise to a solution of p-xylylenediamine (2 g, 14.7 mmol) in ethanol (20 mL) at 80 C. The reaction mixture was refluxed overnight. The solution was then cooled to room temperature and any solids were removed, which leaves a yellow solution. The solution was then concentrated to 10 mL and diluted with water (60 mL). The solution pH was adjusted to 3 with 2M HCl followed by an extraction with dichloromethane (3×75 mL). The water solution pH was then adjusted to pH 12 followed by extraction with dichloromethane (3×75 mL). The organic solutions were combined and washed with sodium bicarbonate (2×75 mL), dried with sodium sulfate, and concentrated down to a white solid. Characterization matches previously published literature (M. A. Ghanem, et al., ?Covalent modification of glassy carbon surface with organic redox probes through diamine linkers using electrochemical and solid-phase synthesis methodologies?, Journal of Materials Chemistry, (2008), 18(41), pg 4917-4927).

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, tert-Butyl phenyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; INTERNATIONAL BUSINESS MACHINES CORPORATION; Coady, Daniel Joseph; Engler, Amanda Catherine; Fukushima, Kazuki; Hedrick, James Lupton; Liu, Shaoqiong; Maune, Hareem Tariq; Nelson, Alshakim; Pitera, Jed Walter; Yang, Yi Yan; US2013/281515; (2013); A1;,
Ester – Wikipedia,
Ester – 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. 6627-89-0, name is tert-Butyl phenyl carbonate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl phenyl carbonate

1-(t-butoxycarbonyl)indole can be prepared according to the procedure described: D. Dhanak, C. B. Reese J. Chem. Soc., Perkin Trans. 1 1986, 2181-2186: sodium hydride, in suspension in mineral oil, (0.77 g, 25.6 mmol) is washed twice with pentane then put into suspension in 10 mL of THF under a nitrogen atmosphere at ambient temperature. A solution of indole (1.01 g, 8.6 mmol) in 8.2 mL of THF is then added to this suspension. Once the reaction is completed (release of H2), t-butyl and phenyl carbonate (2.0 g, 10.25 mmol) are then added dropwise. The resulting reaction mixture is stirred for a further period of 12 hours at ambient temperature. 15 mL of water are then added, then the resulting mixture is extracted 3 times with ether. The organic phase obtained is dried over anhydrous MgSO4, filtered then evaporated under vacuum. The residue is purified by distillation (boiling point: 84 C./0.25 mm Hg) in order to produce 1.465 g (78%). The spectral characteristics are described in the publication.

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 6627-89-0.

Reference:
Patent; UNIVERSITE JOSEPH FOURIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; US2010/144726; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 6627-89-0, A common heterocyclic compound, 6627-89-0, name is tert-Butyl phenyl carbonate, molecular formula is C11H14O3, 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.

EXAMPLE 2 7-t-Butyloxycarbonylaminoheptanoic Acid 7-Aminoheptanoic acid (20 g., 1.38 * 10-1 moles) was converted to the title compound using the method of Ulf Ragnarrson et al., Org. Syn., 53, 25 (1973), using tetramethylguanidine (17.3 g., 1.49 * 10-1 moles) and t-butylphenylcarbonate (30 g., 1.54 * 10-1 moles) in dimethylsulfoxide (100 ml.) for three days. The product (24 g.) had m.p. 56-58 after recrystallization from ethyl acetate-hexane-ether. Analysis for: C12 H23 NO4. Calculated: C, 58.75; H, 9.45; N, 5.71. Found: C, 59.14; H, 9.61; N, 5.86.

The synthetic route of 6627-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US4133805; (1979); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 6627-89-0, The chemical industry reduces the impact on the environment during synthesis 6627-89-0, name is tert-Butyl phenyl carbonate, I believe this compound will play a more active role in future production and life.

EXAMPLE 4 Synthesis of Tert-butyl N-(3-trimethoxysilylpropyl) carbamate Into a 3-neck round bottom flask equipped with a thermometer, dropping funnel and a nitrogen line, was added tert-butyl phenyl carbonate (9.71 gms., 0.050 moles) and dimethyl formamide (10 gms.). 3-Aminopropyltrimethoxysilane (8.61 gms., 0.048 moles) was slowly added at 25 C. with stirring. An exotherm raised the temperature to 32 C. The reaction was stirred at room temperature for 24 hours. A GC showed the formation of a new peak with retention time 16.30 min. (3-aminopropyltrimethoxysilane had a retention time of 12.26 min., phenol had a retention time of 8.01 min., tert-butyl phenyl carbonate had a retention time of 12.84 min. and tert-butyl alcohol had a retention time of 2.44 min.; GC conditions were OV 101 on Chromasorb W-HP 1/8″*6′, 50 C. initial temperature, program rate of 10 C./minute, final temperature of 295 C.). The reaction mixture stood for an additional 3 days. The dimethyl formamide was removed by rotovap at 5 mm Hg at 50 C. A clear liquid (10.16 gms) was collected. It dissolved in n-hexane (25 gms) and extracted twice wih a 5% sodium carbonate solution that was cooled to 5 C. The organic layer was isolated and dried over magnesium sulfate. The n-hexane was removed on a rotovap to yield 4.47 gms of an oil. 1-H NMR indicated only the presence of phenol and 3-aminopropyltrimethoxysilane confirming that a blocked carbamate silicon compound was formed and decomposed during work-up.

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, tert-Butyl phenyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Union Carbide Chemicals & Plastics Technology Corporation; US5220047; (1993); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics