HCID 66756895, compound → HCID 66756911, compound

To a suspension of 600 mg of 10% Pd—C in 25 mL of 2-propanol was added a solution of 8.9 g of crude 5-methyl-4-oxo-pyrrolidine-1,2,3-tricarboxylic acid 2,3-dibenzyl ester 1-tert-butyl ester in 100 mL of 2-propanol. The reaction was shaken under 60 psi of H2 for 1.5 h, then filtered and concentrated to an oil. This was taken up in 20 mL of 2M NaOH(aq.) and extracted with diethyl ether (3×15 mL) to remove the mineral oil introduced in the previous step. The ether layers were set aside, and the aqueous layer was cooled with an ice bath, then acidified with 10 mL of 6M HCl(aq.). The suspension was extracted with diethyl ether (3×15 mL), then the ether layers were extracted with brine (1×15 mL), dried over MgSO4, filtered, and concentrated to an oil.

1. filtrationfiltered
2. concentrationconcentrated to an oil
3. extractionextracted with diethyl ether (3×15 mL)
4. customto remove the mineral oil
5. additionintroduced in the previous step
6. temperaturethe aqueous layer was cooled with an ice bath
7. extractionThe suspension was extracted with diethyl ether (3×15 mL)
8. extractionthe ether layers were extracted with brine (1×15 mL)
9. dry with materialdried over MgSO4
10. filtrationfiltered
11. concentrationconcentrated to an oil

ORD record

ord-2a439b47580d472e921974fa9bd65735

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07262207B2