Category: 88829-82-7

Adding a certain compound to certain chemical reactions, such as: 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 88829-82-7, category: amides-buliding-blocks

To a solution of 2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H- benzo[de]isoquinolin-5-yloxy)acetic acid (80 mg, 0.21 mmol) and tert-butyl 8- aminooctylcarbamate (51 mg, 0.21 mmol) in DMF (1 mL), DIEA (136 mg, 1.05 mmol) and HATU (160 mg, 0.42 mmol) were added at room temperature. After 10 mins, the reaction mixture was quenched with water, extracted with EtOAc (5 mL * 3). The organic layer was concentrated under vacuum. The resulted residue was purified with flash chromatography to yield tert-butyl 8-(2-(2- (2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-5- yloxy)acetamido)octylcarbamate (109 mg, 0.18 mmol, 88%). (0282) [0228] LC/MS m/z calculated for [M+H]+ 609.3, found 609.3.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; ZHANG, Tinghu; FISCHER, Eric; VERANO, Alyssa; HE, Zhixiang; DU, Guangyan; DONOVAN, Katherine; NOWAK, Radoslaw; YUAN, Christine; (0 pag.)WO2020/6262; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl (8-aminooctyl)carbamate

2-(2,6-Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione (481.6 mg, 1.74 mmol, 1 eq) and tert-butyl (8-aminooctyl)carbamate (467.7 mg, 1.91 mmol, 1.1 eq) were dissolved in NMP (8.7 mL, 0.2M). DIPEA (606 uL, 3.48 mmol, 2 eq) was added and the mixture was heated to 90 C. After 15 hours, the mixture was diluted with EtOAc and washed with 10% citric acid (aq), saturated sodium bicarbonate, water and three times with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by column chromatography (ISCO, 12 g column, 0-5% MeOH/DCM, 25 minute gradient) afforded the desired product as a yellow oil (0.55 g, 1.099 mmol, 63%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BUCKLEY, Dennis; BRADNER, James; REMILLARD, David Ian; (212 pag.)WO2017/223452; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 88829-82-7, category: amides-buliding-blocks

3- (5-fluoro-4-oxobenzo [d] [1,2,3] triazine-3 (4H) -yl) piperidine in a solution of the compound (1 eq.) Prepared in step 1 above in DMF. Dean-2,6-dione (1 eq) and DIPEA (2.4 eq) were added. The reaction mixture was stirred at room temperature for 30 minutes and then at 90 C. for 4 hours. The resulting mixture was extracted with EtOAc. The combined organic layers were washed with brine. Then, the organic layer was dried (Na2SO4) and filtered. The solvent was removed in vacuo and the product was purified by column chromatography using MeOH / DCM 6% eluent to give the desired compound (61%) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (8-aminooctyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Korea Research Institute of Chemical Technology; Korea Research Institute of Bioscience and Biotechnology; Hwang Jong-yeon; Ha Jae-du; Cho Seong-yun; Kim Pil-ho; Lee Jeong-ok; Park Ji-hun; Kim Hyeon-jin; Park Byeong-cheol; Park Seong-gu; Kim Jeong-hun; Kim Seon-hong; (121 pag.)KR2020/24669; (2020); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 88829-82-7, 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. 88829-82-7 name is tert-Butyl (8-aminooctyl)carbamate, 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.

General procedure 2. Starting compound III: S-Methyl N-cyano-N’-4-pyridylisothiourea. Starting compound IV: 8-t-Butoxycarbonylaminooctylamine. Purification: General procedure. 13C NMR (CDCl3) delta: 157.3, 155.5, 149.8, 146.1, 116.4, 114.5, 77.2, 41.7, 29.4, 28.6, 28.6, 28.2, 26.1, 26.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (8-aminooctyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Leo Pharmaceutical Products, Ltd. A/S; US6346520; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., 88829-82-7

To a solution of 5-((S)-l-cyclohexyl-2-((S)-l-((l S,3aR,6aS)-l-((S)-l-(cyclopropylamino)- l,2-dioxohexan-3-ylcarbamoyl)hexahydrocyclopenta[c]pyrrol-2(lH)-yl)-3,3-dimethyl-l-oxobutan- 2-ylamino)-2-oxoethylcarbamoyl)pyrazine-2-carboxylic acid (120 mg, 0.166 mmol) and tert-butyl 8- aminooctylcarbamate (40.6 mg, 0.166 mmol) in DMF (1 mL), DIEA (107 mg, 0.83 mmol), HATU (126 mg, 0.332 mmol) and HOAt (4.5 mg, 0.0332 mmol) were added at 0C. The reaction was stirred for 10 minutes. The reaction mixture was purified with HPLC to get tert-butyl 8-(5-((S)-l- cyclohexyl-2-((S)- 1 -(( 1 S,3 aR,6aS)- 1 -((S)- 1 -(cyclopropylamino)- 1 ,2-dioxohexan-3 – ylcarbamoyl)hexahydrocyclopenta[c]pyrrol-2(lH)-yl)-3,3-dimethyl-l-oxobutan-2-ylamino)-2- oxoethylcarbamoyl)pyrazine-2-carboxamido)octylcarbamate. The residue was dissolved in DCM (1 mL), and then TFA (1 mL) was added to the solution. The mixture was stirred at room temperature for 1 hour. The solvent was evaporated under vacuum to get the crude product N2-(8- aminooctyl)-N5-((S)-l-cyclohexyl-2-((S)-l-((l S,3aR,6aS)-l-((S)-l-(cyclopropylamino)-l,2- dioxohexan-3-ylcarbamoyl)hexahydrocyclopenta[c]pyrrol-2(lH)-yl)-3,3-dimethyl-l-oxobutan-2- ylamino)-2-oxoethyl)pyrazine-2, 5-dicarboxamide TFA salt (141 mg, 0.15 mmol, 90%) without any further purification. LC/MS m/z calculated for [M+H]+ 850.5, found 850.5.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; GRAY, Nathanael S.; ZHANG, Tinghu; YANG, Priscilla; DE WISPELAERE, Melissanne; DU, Guangyan; (144 pag.)WO2020/69125; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics