HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Fmoc-Pro-Pro-OH
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Isatin | HCID 7054 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Fmoc-Pro-OH | HCID 688135 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Fmoc-Pro-Pro-OH | HCID 11133845 | — |
Reaction Steps
Resin from step A was swollen with CH2Cl2 (1×10 min) then further washed with DMF three times. The Fmoc group was removed with 20% piperidine in DMF for 30 min. Further resin washings were done with DMF (3×2 min), CH2Cl2 (3×2 min) and DMF (1×1 min). Then Fmoc-L-Proline (1.5 mmol, 2.5 equivalents with respect to initial resin loading), PyBop® (1.5 mmol) and diisopropylethylamine (3 mmol) together in DMF (10 ml) were added to the resin. The resin was shaken at room temperature for 60 min. A small sample of resin was submitted for isatin test for completion of reaction. The resin was filtered and washed with DMF (3×2 min), CH2Cl2 (2×2 min), MeOH (2×2 min), CH2Cl2 (2×2 min) and MeOH (3×2 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183280B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-0bb71be4e7b04344846772e9bf8bd734 |
| Source note | uspto-grants-2012_05 |