HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 5-{9-[3-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-propylcarbamoyl]-nonyloxy}-isophthalic acid di-tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborate | HCID 9857522 | — |
| Reactant | 5-[9-(3-Carboxy-propylcarbamoyl)-nonyloxy]-isophthalic Acid Di-tert-butyl Ester | HCID 68442485 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-{9-[3-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-propylcarbamoyl]-nonyloxy}-isophthalic acid di-tert-butyl ester | HCID 87455970 | — |
Reaction Steps
To a solution of 5-[9-(3-Carboxy-propylcarbamoyl)-nonyloxy]-isophthalic acid di-tert-butyl ester (62 mg, 0.11 mmol) in dry THF (2 ml) was added DIPEA (0.05 ml) and TSTU (41 mg, 0.14 mmol). The mixture was stirred at room temperature under nitrogen over night. The mixture was concentrated and EtOAc was added to the residue. The precipitate was removed by filtration. The filtrate was washed with 0.1 N HCl (2×) and brine (1×), dried (Na2SO4) and concentrated to give a clear syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722620B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-c8b64bf5562849d58bef4b39a1abe703 |
| Source note | uspto-grants-2014_05 |