Category: 4442-53-9

The benzodioxans compound, cas is 4442-53-9 name is 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, mainly used in chemical industry, its synthesis route is as follows.

Intermediate 35: 2-diazo-1-(2,3-dihvdro-1 ,4-benzodioxin-5-yl)ethanone; A solution of 1 g of 2,3-dihydro-1 ,4-benzodioxin-5-carboxylic acid (5.55 mmole, Aldrich) in 30.7 mL of SOCI2 was stirred at 850C for 1 h in a dry flask under nitrogen atmosphere. The excess of SOCI2 was removed under reduced pressure, the resulting crude oil was dissolved in 20.3 ml. of MeCN and to this solution, a solution of TMSCHN2 2M in hexane (11.1 mmole, Aldrich) was added dropwise at O0C. The reaction mixture was warmed to RT and stirred for 2 h. A 1 M solution of citric acid was added and then extracted with AcOEt. The organic layer was washed with a saturated solution of NaHCC>3, dried over Na2SO4 and concentrated under reduced pressure. The crude oil was purified by flash chromatography (from CH to CH/AcOEt 80/20) to give the title compound as a yellow oil (489 mg, 42percent). 1H-NMR (500 MHz, CDCI3): delta 4.29-4.34 (2H, m), 4.35-4.40 (2H, m), 6.25 (1 H, s), 6.92 (1 H, t), 7.02 (1 H, dd), 7.46 (1 H, s); m/z (ES): 205 [M+H]+.

4442-53-9, With the rapid development of chemical substances, we look forward to future research findings about 4442-53-9

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/148853; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The benzodioxans compound, cas is 4442-53-9 name is 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, mainly used in chemical industry, its synthesis route is as follows.

A.5.1 Synthesis of (IS^S.SRJ^-facylamino-methylJ-S-aza-bicycloIS.S.O]- octane-3-carboxylic acid tert. -butyl ester derivatives (general procedure)To a solution of the respective carboxylic acid R3-COOH (1 eq) in DMF (0.2 mmol/ 0.5 mL) are added successively DIPEA (5 eq) and TBTU (1 eq). The reaction mixture is stirred for 15 min. at RT and then is added a solution of (1S,2S,5R)-1- aminomethyl-3-aza-bicyclo[3.3.0]-octane-3-carboxylic acid te/t.-butyl ester derivative (1 eq) in DMF (0.5 ml_). The stirring at RT is continued for 16 h, the reaction mixture is poured into water and diluted with EA. The org. phase is washed with sat. NaHCOs solution and water. After drying over anh. MgSO4 and removal of solvents in vacuo the desired compounds are obtained which are used without further purification.(1S,2S,5R)-2-{[(3,4-Dihydro-benzo[1 ,4]dioxine-5-carbonyl)-amino]-methyl}-3- aza-bicyclo[3.3.0]octane-3-carboxylic acid tert. -butyl esterprepared by reaction of (I S^S.SR^I-aminomethyl-S-aza-bicyclobeta.S.OJ-octane-S- carboxylic acid te/t-butyl ester with commercially available 2,3-dihydro- benzo[1 ,4]dioxine-5-carboxylic acid.LC-MS: tR = 1.00 min; [M+H]+ = 403.

4442-53-9, With the rapid development of chemical substances, we look forward to future research findings about 4442-53-9

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/4584; (2009); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4442-53-9,2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid,as a common compound, the synthetic route is as follows.,4442-53-9

Example 45 Preparation of intermediate N- [l- (benzyl)-4-piperidinyl] methyl]-1, 4- benzodioxane-5-carboxamide A suspension of 1, 4-benzodioxan-5-carboxylic acid (1.80 g, 10.0 mmol) and 1,1′- carbonyldiimidazole (1.78 g, 11.0 mmol) in CH3CN (100 ml) was stirred at room temperature for 2 h. 1-Benzyl-4-aminomethylpiperidine (from example 37) (2.04 g, 10.0 mmol) in CH3CN (10 ml) was added to the mixture and stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, added EtOAc (200 ml) and washed with H2O (3 x 50 ml). The organic layer was dried over Na2SO4 and evaporated in vacuo to a solid material. The residue was separated with flash chromatography (Si02, EtOAc: MeOH, 1: 1) to leave the product as a white solid (2.31 g, 63.1 percent). 1H-NMR (200 MHz, CDCl3) : b 7.74 (dd, 1 H), 7.67 (t, 1 H), 7.34-7. 15 (m, 5 H), 7.03-6. 89 (m, 2 H), 4.43-4. 39 (m, 2 H), 4.33-4. 29 (m, 2 H), 3.52 (s, 2 H), 3.37 (t, 2 H), 2.93 (d, 2 H), 2.06-1. 93 (m, 2 H), 1.77-1. 50 (m, 3 H), 1.47-1. 28 (m, 2 H)

The synthetic route of 4442-53-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIO-MEDISINSK INNOVASJON AS; WO2005/61483; (2005); A2;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-53-9, 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4442-53-9

4.1.1.1. 6-Bromo-3-((2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methyl)-2-methoxyquinoline (VI: Y = 2,3-O(CH2)2O-). To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid (5.00 g, 28.0 mmol)in THF (150 mL) at 0 C was added lithium aluminium hydride(2.13 g, 56.0 mmol) in small portions. The reaction mixture wasstirred at 0 C for 10 min and stirred for a further 18 h at 20 C.Water (150 mL) was added to the reaction mixture which wasextracted with EtOAc (2 100 mL). The combined organic layerswere washed with brine (100 mL), dried over Na2SO4, filteredand concentrated under reduced pressure to obtain (2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methanol as a yellow oil (3.22 g,99%). 1H NMR (CDCl3, 400 MHz) d 6.87-6.79 (m, 3H), 4.66 (s, 2H),4.32-4.30 (m, 2H), 4.28-4.25 (m, 2H), 2.19 (bs, 1H). Found: [M+H-18] = 149.5.

The synthetic route of 4442-53-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sutherland, Hamish S.; Tong, Amy S.T.; Choi, Peter J.; Conole, Daniel; Blaser, Adrian; Franzblau, Scott G.; Cooper, Christopher B.; Upton, Anna M.; Lotlikar, Manisha U.; Denny, William A.; Palmer, Brian D.; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1797 – 1809;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4442-53-9,2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid,as a common compound, the synthetic route is as follows.

At room temperature, diphenyl phosphoryl azide (8.02g, 29mmol) and triethyl amine (4.2g, 42mmol) were added to a solution of 2,3-dihydro-1,4-benzodioxane-5-carboxylic acid (5.0g, 28mmol) in anhydrous THF (110mL). The mixture was stirred for 2hrs, followed by adding water (30mL), heating to 70 ¡ãC and further reacting for 3hrs, then cooling to room temperature, being extracted with EA (100mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica column chromatography (PE:EA = 5:1) to give compound 11-f (1.58g, yield 37percent). LC-MS (ESI): m/z = 152 [M+H]+.

4442-53-9, As the paragraph descriping shows that 4442-53-9 is playing an increasingly important role.

Reference£º
Patent; Shanghai Yingli Pharmaceutical Co. Ltd.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WU, Tianzhi; (104 pag.)EP3275867; (2018); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4442-53-9,2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid,as a common compound, the synthetic route is as follows.,4442-53-9

Synthesis of 7-(chlorosulfonyl)-2,3-dihydrobenzo[b] [l,4]dioxine-5-carboxylic acid (XIII):To a stirred solution of 2,3-dihydrobenzo[b][l,4]dioxine-5-carboxylic acid XII (0.5 g, 2.77 mmol) was added chlorosulphonic acid (1.2 ml, 16.6 mmol) at 0¡ãC under nitrogen atmosphere and the resulting mixture was heated at 70¡ãC for 3 h. After completion of reaction, the reaction mixture was cooled, quenched with ice and extracted with DCM. The organic layer was dried over Na2S04 and evaporated under reduced pressure to afford product XIII in 75percent yield.

The synthetic route of 4442-53-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AGIOS PHARMACEUTICALS, INC.; SALITURO, Francesco, G.; SAUNDERS, Jeffrey, O.; WO2011/72174; (2011); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-53-9,4442-53-9, 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A.5.1 Synthesis of (IS^S.SRJ^-facylamino-methylJ-S-aza-bicycloIS.S.O]- octane-3-carboxylic acid tert. -butyl ester derivatives (general procedure)To a solution of the respective carboxylic acid R3-COOH (1 eq) in DMF (0.2 mmol/ 0.5 mL) are added successively DIPEA (5 eq) and TBTU (1 eq). The reaction mixture is stirred for 15 min. at RT and then is added a solution of (1S,2S,5R)-1- aminomethyl-3-aza-bicyclo[3.3.0]-octane-3-carboxylic acid te/t.-butyl ester derivative (1 eq) in DMF (0.5 ml_). The stirring at RT is continued for 16 h, the reaction mixture is poured into water and diluted with EA. The org. phase is washed with sat. NaHCOs solution and water. After drying over anh. MgSO4 and removal of solvents in vacuo the desired compounds are obtained which are used without further purification.(1S,2S,5R)-2-{[(3,4-Dihydro-benzo[1 ,4]dioxine-5-carbonyl)-amino]-methyl}-3- aza-bicyclo[3.3.0]octane-3-carboxylic acid tert. -butyl esterprepared by reaction of (I S^S.SR^I-aminomethyl-S-aza-bicyclobeta.S.OJ-octane-S- carboxylic acid te/t-butyl ester with commercially available 2,3-dihydro- benzo[1 ,4]dioxine-5-carboxylic acid.LC-MS: tR = 1.00 min; [M+H]+ = 403.

As the paragraph descriping shows that 4442-53-9 is playing an increasingly important role.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/4584; (2009); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem