Category: 622867-52-1

622867-52-1, Name is tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate, belongs to isoquinoline compound, is a common compound. Safety of tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylateIn an article, once mentioned the new application about 622867-52-1.

1,2-CYCL0HEXANE DICARBOXAMIDES AS CATHEPSIN INHIBITORS

The present invention relates to compounds and compositions for treating diseases associated with cysteine protease activity. The compounds are reversible inhibitors of cysteine proteases, including cathepsins B, K, C, F, H, L, O, S, W and X. Of particular interest are diseases associated with Cathepsin K.

Do you like my blog? If you like, you can also browse other articles about this kind. Thanks for taking the time to read the blog about 622867-52-1

Reference£º
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

622867-52-1, tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,622867-52-1

Add activated manganese(IV) oxide (2.85 g, 32.77 mmol) to a solution of 6-hydroxymethyl-3 ,4-dihydro- 1H-isoquinoline-2-carboxylic acid tert-butyl ester (863.00mg, 3.28 mmol) in dichloromethane (50.00 mL) at room temperature and stir at thattemperature for 16 hours. Filter over a pad of CELITE and wash the CELITE pad with dichioromethane. Concentrate the filtrate under reduced pressure to afford the title compound (740 mg, 2.83 mmol). MS (m/z): 206 (M+1-tBu).

The synthetic route of 622867-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; BURKHOLDER, Timothy Paul; DEL PRADO, Miriam Filadelfa; FERNANDEZ, Maria Carmen; HEINZ II, Lawrence Joseph; PRIETO, Lourdes; ZHAO, Genshi; WO2015/54060; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.622867-52-1,tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,622867-52-1

A stirred mixture oftert-butyl 6-(hydroxymethyi)-3,4-dihydroisoquinoiine-2(1H)-carboxylate (8.0 g, 30.4 mrnoi) inDCM (100 mL) was added Mn02 (21.2 g. 243.8 mmoi). The mixture was stirred under reflux for16 h. The mixture was filtered and concentrated in vacuo, the crude product was purified bysilica gel chromatography (PE/:EtOAc =100:1 1 0: 1) to afford the title compound.

622867-52-1 tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 59132278, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.622867-52-1,tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,622867-52-1

Intermediate 3 (185 mg, 0.264 mmol) and 1A (139 mg, 0.529 mmol) were dissolved in toluene (0.6 mL). Tris (n-butyl)phosphine (0.099 mL, 0.40 mmol) was added followed by TMAD (68.3 mg, 0.397 mmol), and the reaction mixture was stirred at rt overnight. The reaction mixture was filtered, and the filtrate was concentrated. The crude was purified by silica gel chromatography to yield 1B as a yellow solid (170 mg, 68.0 %). MS (ESI) m/z 945.1 (M+H).

The synthetic route of 622867-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMALLHEER, Joanne M.; HU, Carol Hui; VALENTE, Meriah Neissel; SHAW, Scott A.; VOKITS, Benjamin P.; HALPERN, Oz Scott; (137 pag.)WO2017/160632; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.622867-52-1,tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,622867-52-1

Example 4: [6-Dimethylaminomethyl-3,4-dihydro-2( 1 H)isoquinolin-2-yl]( 1 -methyl- 1 H-indol-2-yl)methanone:(1) Production of 1,1-dimethylethyl 6-(t-butyldiphenylsilyloxymethyl)-3,4-dihydro-2(lH)- isoquinolinecarboxylate: T-butyldiphenylchlorosilane (557 mg, 2.03 mmol) and imidazole (288 mg, 4.22 mmol) were added in an N,N-dimethylformamide (6 mL) solution of 1,1-dimethylethyl 3,4-dihydro-6- (hydroxymethyl)-2(lH)-isoquinolinecarboxylate (445 mg, 1.69 mmol), and the mixture was stirred overnight at room temperature. The reaction liquid was diluted with ethyl acetate (20 mL), and washed with water and saturated brine. The organic layer was dried with magnesium sulfate, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography to give the entitled compound (975 mg, 100 %) as a colorless oil.

622867-52-1 tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 59132278, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; BANYU PHARMACEUTICAL CO.,LTD.; HAGA, Yuji; MIZUTANI, Sayaka; SATO, Nagaaki; WO2010/126164; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.622867-52-1,tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,622867-52-1

[00357] A solution of BS (34.07 g, 191.39 mmol, 4 equiv) in THF (200 mL) was added in portions to a solution of tert-butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(lH)- carboxylate (12.6 g, 47.85 mmol, 1.0 equiv) and triphenylphosphine (37.65 g, 143.55 mmol, 3.0 equiv) in THF (200 mL) at 0 C. After the addition was complete, the mixture was stirred for 1 h at room temperature. EtOAc (150 mL) was added and the mixture was washed with H2O (200 mL) and brine (150 mL), dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (100/1 to 10/1 petroleum ether/EtOAc) to afford tert-butyl 6-(bromomethyl)-3,4-dihydroisoquinoline-2(lH)- carboxylate (8.56 g, 54.8% yield) as a light yellow solid.

As the paragraph descriping shows that 622867-52-1 is playing an increasingly important role.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher; PITZEN, Jennifer; WANG, Gang; TIBREWAL, Nidhi; AGGEN, James Bradley; THOTTUMKARA, Arun P.; BURNETT, G. Leslie; GLIEDT, Micah James Evans; KISS, Gert; WON, Walter; LEE, Julie Chu-li; GILL, Adrian Liam; (538 pag.)WO2018/204416; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

622867-52-1, tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,622867-52-1

To a solution of 6-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (85 mg, 0.323 mmol) in CH2Cl2 (1.5 mL) is added a solution of 4-chloro-3-trifluoromethyl-phenol (76 mg, 1.23 eq.) in CH2Cl2 (0.5 mL), PPh3 (127 mg, 1.5 eq.), and 1,1′-(azodicarbonyl)-dipiperidine (122 mg, 1.5 eq.). The mixture is stirred at room temperature overnight. All the solvent is removed under reduced pressure and the mixture is purified by column chromatography (silica gel, EtOAc/Hexane, gradient) to give 70 mg of 6-(4-chloro-3-trifluoromethyl-phenoxymethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

As the paragraph descriping shows that 622867-52-1 is playing an increasingly important role.

Reference£º
Patent; Novartis AG; PAN, Shifeng; GRAY, Nathanael S.; FAN, Yi; GAO, Wenqi; MI, Yuan; EP1644367; (2015); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem