Category: 185693-02-1

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 185693-02-1 as follows. Safety of tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate

To R20 (6.0 g, 28.26 mmol) in dichioromethane (200 mL) are added R21 (3.16 mL, 31.09 mmol) and acetic acid (1.62 mL, 28.26 mmol) and stirred for 1 h at r.t.. Sodiumtriacetoxyborohydride (9.46 g, 42.40 mmol) is added and stirred overnight at r.t.. The reaction mixture is diluted with dichloromethane and saturated sodium hydrogencarbonate solution. The organic layer is dried and concentrated in vacuo.Yield 100% m/z 303 [M+H]+, rt 1.34 mi LC-MS Method VOll SOl.

According to the analysis of related databases, 185693-02-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; ANDERSKEWITZ, Ralf; BIXENMANN, Achim; GRUNDL, Marc; HAEBEL, Peter Wilhelm; PAUTSCH, Alexander; (80 pag.)WO2016/16242; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 185693-02-1, 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. 185693-02-1, name is tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example 13: Synthesis of 7-(furan-3-ylcarbonyl)-2,7-diazabicyclo[3.3.0]octane; The following procedures are exemplary of those used to produce various 7- (heteroarylcarbonyl)-2,7-diazabicyclo[3.3.0]octanes. To a solution of furan-3-carboxylic acid (0.084 g, 0.75 mmol) in anhydrous THF (5 ml.) was added HBTU (0.28 g, 0.75 mmol), followed by triethylamine (0.2 g, 2 mmol). After stirring at ambient temperature for 10 min, the mixture was treated with a solution of tert- butyl 2,7-diazabicyclo[3.3.0]octane-2-carboxylate (commercially available) (0.106 g, 0.500 mmol) in THF (2 ml_). The reaction mixture was stirred for 16 h at ambient temperature. The solvent was removed by rotary evaporation, and the residue was partitioned between ethyl acetate (5 ml.) and saturated sodium bicarbonate (2 ml_). The organic layer was concentrated, and the residue was purified by reverse phase HPLC to give tert-butyl 7- (furan-3-ylcarbonyl)-2,7-diazabicyclo[3.3.0]octane-2-carboxylate. This was dissolved in 1 :1 mixture of trifluoroacetic acid and dichloromethane (1 mL) and the mixture was shaken at ambient temperature for 1 h. The volatiles were removed under reduced pressure, and the residue was dried overnight at high vacuum, to give 0.050 g of 7-(furan-3-ylcarbonyl)-2,7- diazabicyclo[3.3.0]octane as a syrup (0.050 g, 32% yield).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TARGACEPT, INC.; WO2008/112734; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 185693-02-1, name is tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate, molecular formula is C11H20N2O2, 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. Formula: C11H20N2O2

The product from Step 2 (150mg, 0.5mmol), tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1-carboxylate (100mg, 0.5mmol), and anhydrous potassium carbonate (128mg, 0.9mmol) were suspended in N,N-dimethylformamide (3.0mL). The mixture was reacted at 80C for 1h. The reaction mixture was poured into 20ml ice water, and extracted with ethyl acetate. The organic phases were combined, washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated under reduced pressure to remove the solvent to produce a crude product. The crude product was purified with a silica gel column chromatography to produce the title compound (110mg). ESI-MS (m/z): 455.2 [M + H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185693-02-1, its application will become more common.

Reference:
Patent; Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd.; CAI, Jiaqiang; YU, Nan; ZENG, Hong; SONG, Hongmei; QING, Yan; SONG, Shuai; DENG, Hanwen; TANG, Zujian; DUAN, Xiaofan; HUANG, Haitao; YE, Hong; LIU, Gang; WANG, Lichun; WANG, Jingyi; (81 pag.)EP3511332; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics