Synthetic Route of 127828-22-2, These common heterocyclic compound, 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, its 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.
General procedure: (S)-4-(4-chlorophenyl)-6-(2-methoxy-2-oxoethyl)-3 ,9-dimethyl-6H-thieno [3,2- fj [1 ,2,4jtriazolo[4,3-aj [1 ,4jdiazepine-2-carboxylic acid (CAS 916493-82-8) (44 mg, 0.1 mmol), mono-Boc-amino-PEG-amine (1.5 eq), HATU (1.5 eq), and N,Ndiisopropylethylamine (1.5 eq) were added to DMF (0.1 M). The mixture was stirred for 4 hours at room temperature. The mixture was diluted with ethyl acetate, washed with iN NaOH and brine, dried over Na2504, filtrated and concentrated under reduced pressure. The residue was purified by flash chromatography to give mono-amides (93%). The mono-amide was dissolved into dichloromethane (0.5 M). Trifluoroacetic acid (0.5 M) was added to the solution. The mixture was stirred for 1 hour at room temperature. The mixture was diluted with dichloromethane, washed with iN NaOH, dried over Na2504, filtrated and concentrated under reduced pressure. The free amine was used for the next step without purification. The free amine, (S)-4-(4-chlorophenyl)-6-(2-methoxy-2-oxoethyl)-3 ,9-dimethyl-6H-thieno [3,2- fj [1 ,2,4jtriazolo[4,3-aj [1 ,4jdiazepine-2-carboxylic acid (CAS 916493-82-8) (1.1 eq), HATU (1.5 eq), and N,N-diisopropylethylamine (1.5 eq) were added to DMF (0.1 M). The mixture was stirred for 4 hours at room temperature. The mixture was diluted with ethyl acetate, washed with iN NaOH and brine, dried over Na2504, filtrated and concentrated under reduced pressure. The residue was purified by flash chromatography to give the titled compounds (55%, for 2 steps).
The synthetic route of 127828-22-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James, E.; QI, Jun; TANAKA, Minoru; ROBERTS, Justin, M.; (314 pag.)WO2017/91673; (2017); A2;,
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