Some tips on Methyl 2,4-dibromobutanoate

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 of 29547-04-4, A common heterocyclic compound, 29547-04-4, name is Methyl 2,4-dibromobutanoate, molecular formula is C5H8Br2O2, 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.

To a stirred solution of N1,N2-dibenzylethane-1,2-diamine (11.20 g, 46.60 mmol) and TEA (13.00 mL, 93.20 mmol) in toluene (80 mL) was added the solution of methyl 2,4- dibromobutanoate (12.10 g, 46.60 mmol) in toluene (110 mL) dropwise at RT. The reaction mixture was stirred for 16 hours at 80C. The resulting mixture was poured into aqueous sat?d Na2CO3 solution (60 mL) and extracted with EA (3 x 50 mL). The combined organic layers were washed with brine (3 x 80 mL), dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated under vacuum. The residue was purified by a silica gel column chromatography, elutingwith 20% EA in PE to afford the title compound: LCMS [M + 1]+: 339.

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; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DONG, Shuzhi; SCOTT, Jack, D.; TANG, Haiqun; ZHAO, Zhiqiang; YANG, Dexi; GU, Xin; JIANG, Jinlong; XIAO, Li; (209 pag.)WO2019/18186; (2019); A1;,
Ester – Wikipedia,
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The synthetic route of Methyl 2,4-dibromobutanoate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 29547-04-4, name is Methyl 2,4-dibromobutanoate, 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. Safety of Methyl 2,4-dibromobutanoate

A solution of N;,N2-dibenzylethane- 1 ,2-diamine (1.0 eq), methyl 2,4-dibromobutanoate (1.1.0 eq) and Et3N (3.0 eq) in DCM (0.77 M) was stirred in a sealed tube at 60 C fo 16 h. The mixture was diluted with DCM, washed with sat. aq. NaHC03, brine, dried and concentrated. The residue was purified by flash chromatography (petroleum ether/EtOAc from 90: 10 to 0: 100) to give the title compound (57%) as an oil. MS (ES+) m/z 339 (M+H)+.

The synthetic route of Methyl 2,4-dibromobutanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics