A common compound: 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 2436-29-5
Step 3. 2-(3-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2- dimethyltetrahydrofuro[3,4-d][l,3]dioxol-4- yI)methyl)(methyl)amino)propyl)isoindoline-l,3-dioneTo a stirred solution of 9-((3aR,4R,6R,6aR)-2,2-dimethyl-6- ((methylamino)methyl)tetrahydrofuro[3,4-d][ l ,3]dioxol-4-yl)-9H-purin-6-amine (1.6 g, 5.0 mmol) and 3-(l,3-dioxoisoindolin-2-yl)propanal (2.0 g, 9.8 mmol) in 50 mL DCE was added NaBH(OAc)3 (3.18 g, 15.0 mmol). Then the mixture was stirred at rt overnight. Saturated NaHC03 aqueous solution was added to quench the reaction and the mixture was extracted with DCM (20 mL x 4). The organic phase was concentrated and the residue was purified by SGC (CH3OH : DCM = 1 : 100) to afford the title compound (2.47 g, yield: 94%) as white solid. NMR (500 MHz, MeOD): delta 8.26 (s, 1H), 8.21 (s, 1H), 7.77-7.84 (m, 4H), 6.15 (d, J = 2.5 Hz, 1H), 5.45-5.47 (m, 1H), 5.01-5.03 (m, 1H), 4.34-4.35 (m, 2H), 363-3.69 (m, 2H), 2.70-2.72 (m, 2H), 2.46-2.50 (m, 2H), 2.27 (s, 3H), 1.74-1.78 (m, 2H), 1.37 (s, 3H), 1.24 (s, 3H) ppm. MS (ESI): m/z 508.7 [M+l]+.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2436-29-5, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; EPIZYME, INC.; CHESWORTH, Richard; KUNTZ, Kevin, Wayne; OLHAVA, Edward, James; PATANE, Michael, A.; WO2012/82436; (2012); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem