Synthetic Route of 264916-06-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 264916-06-5, name is tert-Butyl 5-aminoisoindoline-2-carboxylate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.
General procedure: A solution of 2-Boc-5-aminoisoindoline (20mg, 0.085 minol) and a carboxylic acid (0.102 rnmol) in DMF (1 mL) was treated with 1-[bis (dimethylamino)methylene] -1H-1, 2, 3-tr¡Àazolo[4, 5- b]pyridinium 3-oxid hexafluorophosphate (HATU; 39 mg, 0.102 mmol) and i-Pr2NEt (17 pL, 0.102 mmol) . The reaction was allowed to proceed overnight (about 18 hours), after which the solution was diluted with EtOAc (about20 mL) . The diluted reaction was extracted twice with saturated aq. NaHCO3 and once with saturated aq. NaC1. The organic layer was dried over Na2SO4. The products were purified by flash chromatography (SiC2) using an EtOAc/hexanes solvent gradient. Yield: 20.1 mg (78%), white solid, mixtureof rotamers. ?H NMR (600 MHz, ODd3) 7.75 – 7.55 (m,1H), 7.51 (s, 1H), 7.42 – 7.22 (m, 1H), 7.17 and 7.14(d, J = 8.2 Hz, 1H) , 7.05 – 6.92 (m, 1H) , 5.97 and5.95 (d, J = 1.7 Hz, 1H), 4.79 – 4.40 (m, 4H), 1.90(dd, J = 6.9, 1.7 Hz, 3H), 1.51 (s, 9H) . NMR (151MHz, ODd3) 164.2, 154.7, 141.8, 137.7, 125.5,123.2, 123.0, 119.4, 114.5, 79.9, 52.5, 52.2, 52.1,51.8, 28.7, 18.0. HRESI-TOF m/z 303.1702 (C,7H22N203 +H, required 303.1703)
The synthetic route of tert-Butyl 5-aminoisoindoline-2-carboxylate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BOGER, Dale, L.; (104 pag.)WO2017/210206; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem