Category: 170147-29-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170147-29-2,tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

170147-29-2, Step 2: teri-Butyl 5-(benzyloxy)-3-carbamoyl-lH-indole-l-carboxyIate (206) [0651] To a solution of compound 205 (2 g, 6.19 mmol) in MeCN (40 mL) at 0 C was drop-wise added chlorosultonyi isocyanate (0,57 mL, 6.50 mol). The reaction was stirred at room temperature overnight and then acetone (40 mL) and H2O (5 mL) was added followed by drop- wise addition of 10% aq.KOH solution (2 mL). The mixture was stirred at room temperature for 30 min and extracted with ethyl acetate (50 mL x 2). The combined organic phases was washed with brine, dried over anhydrous NaiSO-s, filtered and concentrated to dryness. The residue was further washed with EtOAc to give the title compound (1.7 g, 75% yield) as white solid. LC/MS (ESI); m/z 31 1 (M-56+H) +

As the paragraph descriping shows that 170147-29-2 is playing an increasingly important role.

Reference：
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (386 pag.)WO2017/35355; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Benzyloxy-1-tert-butoxycarbonyl-1H-indole (3.14 g) was dissolved in 10% THF/methanol (80 mL), and 10% palladium hydroxide/carbon (50 mg) was added to the solution at room temperature. The mixture was stirred for 30 minutes under a stream of hydrogen at ambient pressure. The reaction mixture was filtered through a Celite pad, and the catalyst was washed with methanol. The filtrate was concentrated under reduced pressure, and ethyl acetate (50 mL) was added to the residue. The precipitated solid was collected by filtration, whereby the title compound (1.85 g) was yielded. NMR (DMSO-d6) delta: 1.47(9H,s),2.95(2H,t,J=8.4Hz),3.83(2H,t,J=8.5Hz)6.51(1H,d,J=8 5Hz),6.60(1H,s),7.53-7.22(1H,m),9.00(1H,s)., 170147-29-2

170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Daiichi Sankyo Company, Limited; EP2017263; (2009); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170147-29-2,tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1,1 -dimethylethyl 5-[(phenylmethyl)oxy]-lH-indole-l -carboxylate(1.76 g, 4.8 mmol) in tetrahydrofuran (10 mL) was added triisopropyl borate (2.2 mL, 9.5 mmol). The solution was stirred in an ice-water bath under a nitrogen atmosphere and lithium diisopropylamide (2 M in heptane/tetrahydrofuran/ethylbenzene) (4 mL, 8 mmol) was added, portionwise, over 20 min. The reaction mixture was swirled to facilitate mixing, then stirred with cooling for 45 m. Lithium diisopropylamide (2 M in heptane/tetrahydrofuran/ethylbenzene) (0.8 mL, 1.6 mmol) was added to the reaction mixture over a 5-min period. The cold reaction mixture was swirled to facilitate mixing, then stirred for 75 min. Hydrochloric acid (1 N) (50 mL) was added to the reaction mixture and the aqueous mixture was extracted with ethyl acetate. The organic extract was washed with water followed by saturated sodium chloride, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give 2.03 (100%) of {l-{[(l,l-dimethylethyl)oxy]carbonyl}-5-[(phenylmethyl)oxy]-l/f-indol- 2-yl}boronic acid as a tan solid. 1U NMR (400 MHz, DMSO-J6): delta 8.15 (s, 2H), 7.93 (d, J = 9 Hz, IH), 7.44 (d, 2H), 7.37 (m, 2H), 7.30 (m, IH), 7.15 (d, J = 2 Hz, IH), 6.94 (dd, J = 9, 2 Hz, IH), 6.51 (s, IH), 5.09 (s, 2H), 1.56 (s, 9H).

170147-29-2, As the paragraph descriping shows that 170147-29-2 is playing an increasingly important role.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 250 mL flask was placed tert-butyl 5-(BENZYLOXY)-1H-INDOLE-1-CARBOXYLATE (3.3 g, 14 MMOL) in 100 mL of acetone. 1,3-Dibromopropane (5.74 mL, 56.6 MMOL) was added, followed by cesium carbonate (5.5 g, 17 MMOL). The reaction was heated to reflux for 5 h. The reaction was cooled to room temperature and diluted with water (200 mL). The mixture was transferred to a separatory funnel and extracted with ethyl acetate (2 x 150 mL). The combined organics were dried (MGS04), filtered, and evaporated. The residue was then purified via flash chromatography to provide 4.7 g of TERT-BUTYL 5- (3- BROMOPROPOXY)-1H-INDOLE-1-CARBOXYLATE (94%). 1H-NMR (DMSO-D6) No. 7.99-7. 89 (d, 1H), 7.61 (s, 1H), 7.17 (s, 1H), 6.98-6. 91 (d, 1H), 6.62 (s, 1H), 4.16-4. 05 (t, 2H), 3.64 (t, 2H), 2.37-2. 20 (m, 2H). LCMS RT= 3.55 min; [M] += 254. 1., 170147-29-2

The synthetic route of 170147-29-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2004/43950; (2004); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of scheme 6-6 compound S2 (2 g, 6.19 mmol) in MeCN (40 mL) at 0 C was added chlorosulfonyl isocyanate dropwise (0.57 mL, 6.50 mol). The reaction was stirred at room temperature overnight and then acetone (40 mL) and H20 (5 mL) was added followed by dropwise addition of 10% aq.KOH solution (2 mL). The mixture was stirred at room temperature for 30 mm and extracted with ethyl acetate (50 mL x 2). The combined organic phases were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to dryness. The residue was further washed with EtOAc to give the title compound (1.7 g, 75% yield) as a white solid. LC/MS (ESI) m/z: 311 (M-56+H) +, 170147-29-2

170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason Allan; PHADKE, Avinash S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (358 pag.)WO2017/35411; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170147-29-2,tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 93B; 5 -Hydroxy-indole- 1-carboxylic acid tert-butyl ester; [0464] A solution of the product of Example 93 A (680 mg, 2.103 mmol) in ethanol (20 mL) was treated with 10% palladium-on-carbon (68 mg) and ammonium formate (265 mg, 4.205 mmol), and stirred at room temperature under a nitrogen atmosphere for 1 hour. The reaction was filtered through a 0.45 mu PTFE membrane and the catalyst washed with methanol. The filtrate was concentrated by rotary evaporation under vacuum and the residue taken up in ethyl acetate (50 mL), washed with water (2 x 25 mL) and brine (25 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the title compound as a white solid (475 mg, 96%).

170147-29-2, The synthetic route of 170147-29-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBOTT LABORATORIES; WO2007/76034; (2007); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ferf-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate (5.75 g, 17.8 mmol), preparedaccording to the procedure described for Example 1, step 1, was added to a mixture of10% Pd/C in EtOH. Ammonium formate was added and the reaction stirred for 6 h. Themixture was filtered through Celite under a blanket of argon and the solvents were thenremoved. The residue was purified by flash chromatography to yield 3.5 g of ferf-butyl 5-hydroxy-1H-indole-1-carboxylate (74%). 1H-NMR (DMSO-d6) 5 9.19 (s, 1H), 7.84-7.78 (d,1H), 7.58-7.52 (d, 1H), 6.91 (s, 1H), 7.78-7.69 (m, 1H), 6.65-6.42 (m, 1H), 1.68-1.59 (s,9H).

170147-29-2, As the paragraph descriping shows that 170147-29-2 is playing an increasingly important role.

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/51957; (2005); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170147-29-2,tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 93B; 5 -Hydroxy-indole- 1-carboxylic acid tert-butyl ester; [0464] A solution of the product of Example 93 A (680 mg, 2.103 mmol) in ethanol (20 mL) was treated with 10% palladium-on-carbon (68 mg) and ammonium formate (265 mg, 4.205 mmol), and stirred at room temperature under a nitrogen atmosphere for 1 hour. The reaction was filtered through a 0.45 mu PTFE membrane and the catalyst washed with methanol. The filtrate was concentrated by rotary evaporation under vacuum and the residue taken up in ethyl acetate (50 mL), washed with water (2 x 25 mL) and brine (25 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the title compound as a white solid (475 mg, 96%).

170147-29-2, 170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; ABBOTT LABORATORIES; WO2007/76034; (2007); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ferf-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate (5.75 g, 17.8 mmol), preparedaccording to the procedure described for Example 1, step 1, was added to a mixture of10% Pd/C in EtOH. Ammonium formate was added and the reaction stirred for 6 h. Themixture was filtered through Celite under a blanket of argon and the solvents were thenremoved. The residue was purified by flash chromatography to yield 3.5 g of ferf-butyl 5-hydroxy-1H-indole-1-carboxylate (74%). 1H-NMR (DMSO-d6) 5 9.19 (s, 1H), 7.84-7.78 (d,1H), 7.58-7.52 (d, 1H), 6.91 (s, 1H), 7.78-7.69 (m, 1H), 6.65-6.42 (m, 1H), 1.68-1.59 (s,9H).

170147-29-2, 170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/51957; (2005); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles