Category: 183059-24-7

Synthetic Route of 183059-24-7,Some common heterocyclic compound, 183059-24-7, name is tert-Butyl 2-hydroxy-2-methylpropylcarbamate, molecular formula is C9H19NO3, 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.

To a mixture of intermediate 16 (3.0 g, 15.9 mmol, crude) in anhydrous DCM (50 mL) was added DAST (2.3 mL, 17.4 mmol) at -78 C under a nitrogen atmosphere. The mixture was stirred at -78 C for 1 h, and allowed to warm to rt overnight. The mixture was then cooled to 0 C, and quenched by addition of saturated aqueous layer NaHCO3(30 mL) with stirring at 0 C slowly. The mixture was separated, and the aqueous layer was extracted with DCM (2x 20 mL). The combined organic layers were washed with brine (2 x 30 mL), dried, filtered and concentrated under vacuum to give the crude intermediate 17 (2.5 g, 76% crude), which was used directly in next step without purification. 1H NMR: (CDCI3): delta 4.82 (br, 1H), 3.30-3.35 (d, = 6.0 Hz, 1H), 3.24-3.26 (d, = 6.0 Hz, 1H), 1.44 (s, 9H), 1.37 (s, 3H), 1.35 (s, 3H).19F NMR: (CDC13400 MHz): delta -144.93.

The synthetic route of 183059-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; VITAE PHARMACEUTICALS, INC.; BUKHTIYAROV, Yuri; CACATIAN, Salvacion; DILLARD, Lawrence, Wayne; DORNER-CIOSSEK, Cornelia; FUCHS, Klaus; JIA, Lanqi; LALA, Deepak, S.; MORALES-RAMOS, Angel; RAST, Georg; REEVES, Jonathan; SINGH, Suresh, B.; VENKATRAMAN, Shankar; XU, Zhenrong; YUAN, Jing; ZHAO, Yi; ZHENG, Yajun; WO2013/134085; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 183059-24-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 183059-24-7 name is tert-Butyl 2-hydroxy-2-methylpropylcarbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2,2-dimethyloxirane (0.1 g, 1.388 mmol) was added dropwise to 20 mL icecooled solution of ammonium hydroxide. The reaction mixture was stirred for 12 hours at roomtemperature. The solvent was removed under vacuum and the residue was dissolved inmethanol. Di-tert-butyl dicarbonate (0.75 g, 3.47 mmol) was added to the reaction mixture and15 stirred for 4 hours. The mixture was purified using column chromatography (24%EtOAc/hexane) to obtain tert-butyl 2-hydroxy-2-methylpropylcarbamate. The pure tert-butyl 2-hydroxy-2-methylpropylcarbamate was dissolved in 5 mL of trifluoroacetic acid and stirred for35 minutes. The solvent was removed under reduced pressure to afford 1-amino-2-methylpropan-2-ol as the trifluoroacetate salt 1′. 1H NMR 500 MHz (500 MHz, CDC13, 8 in20 ppm): 8 8.62 (s, 2H), 3.02 (d, 2H), 2.06-2.04 (m, 2H), 1.37-1.34 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-hydroxy-2-methylpropylcarbamate, and friends who are interested can also refer to it.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; ENDOCYTE, INC.; LOW, Philip Stewart; WANG, Bingbing; LEAMON, Christopher Paul; LU, Yingjuan J.; WHEELER II, Leroy W.; (102 pag.)WO2017/205661; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 183059-24-7,Some common heterocyclic compound, 183059-24-7, name is tert-Butyl 2-hydroxy-2-methylpropylcarbamate, molecular formula is C9H19NO3, 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.

To a mixture of intermediate 16 (3.0 g, 15.9 mmol, crude) in anhydrous DCM (50 mL) was added DAST (2.3 mL, 17.4 mmol) at -78 C under a nitrogen atmosphere. The mixture was stirred at -78 C for 1 h, and allowed to warm to rt overnight. The mixture was then cooled to 0 C, and quenched by addition of saturated aqueous layer NaHCO3(30 mL) with stirring at 0 C slowly. The mixture was separated, and the aqueous layer was extracted with DCM (2x 20 mL). The combined organic layers were washed with brine (2 x 30 mL), dried, filtered and concentrated under vacuum to give the crude intermediate 17 (2.5 g, 76% crude), which was used directly in next step without purification. 1H NMR: (CDCI3): delta 4.82 (br, 1H), 3.30-3.35 (d, = 6.0 Hz, 1H), 3.24-3.26 (d, = 6.0 Hz, 1H), 1.44 (s, 9H), 1.37 (s, 3H), 1.35 (s, 3H).19F NMR: (CDC13400 MHz): delta -144.93.

The synthetic route of 183059-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; VITAE PHARMACEUTICALS, INC.; BUKHTIYAROV, Yuri; CACATIAN, Salvacion; DILLARD, Lawrence, Wayne; DORNER-CIOSSEK, Cornelia; FUCHS, Klaus; JIA, Lanqi; LALA, Deepak, S.; MORALES-RAMOS, Angel; RAST, Georg; REEVES, Jonathan; SINGH, Suresh, B.; VENKATRAMAN, Shankar; XU, Zhenrong; YUAN, Jing; ZHAO, Yi; ZHENG, Yajun; WO2013/134085; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 183059-24-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 183059-24-7 name is tert-Butyl 2-hydroxy-2-methylpropylcarbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2,2-dimethyloxirane (0.1 g, 1.388 mmol) was added dropwise to 20 mL icecooled solution of ammonium hydroxide. The reaction mixture was stirred for 12 hours at roomtemperature. The solvent was removed under vacuum and the residue was dissolved inmethanol. Di-tert-butyl dicarbonate (0.75 g, 3.47 mmol) was added to the reaction mixture and15 stirred for 4 hours. The mixture was purified using column chromatography (24%EtOAc/hexane) to obtain tert-butyl 2-hydroxy-2-methylpropylcarbamate. The pure tert-butyl 2-hydroxy-2-methylpropylcarbamate was dissolved in 5 mL of trifluoroacetic acid and stirred for35 minutes. The solvent was removed under reduced pressure to afford 1-amino-2-methylpropan-2-ol as the trifluoroacetate salt 1′. 1H NMR 500 MHz (500 MHz, CDC13, 8 in20 ppm): 8 8.62 (s, 2H), 3.02 (d, 2H), 2.06-2.04 (m, 2H), 1.37-1.34 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-hydroxy-2-methylpropylcarbamate, and friends who are interested can also refer to it.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; ENDOCYTE, INC.; LOW, Philip Stewart; WANG, Bingbing; LEAMON, Christopher Paul; LU, Yingjuan J.; WHEELER II, Leroy W.; (102 pag.)WO2017/205661; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics