HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 131735609, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | BOC-D-alanine | HCID 637606 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | (2S)-Pyrrolidine-2-carbonitrile p-toluene sulfonate | HCID 87797239 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131735609 | HCID 131735609 | — |
Reaction Steps
A mixture of DIPEA (1,145 ml, 6.55 mmol) and (S)-pyrrolidine-2-carbonitrile 4-methylbenzenesulfonate (0.567 g, 2,114 mmol) in DCM was added to a mixture of (R)-2-(tert-butoxycarbonylamino)propanoic acid (0.4 g, 2.114 mmol) and HATU (0.804 g, 2.114 mmol) in DMF. After 3 h the mixture was washed with 1N citric acid and saturated sodium bicarbonate and brine. The organic layer was dried sodium sulfate, filtered and purified by column chromatography with a gradient DCM to DCM-MeOH (95-5). (0.47 g, 83%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346814B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-c04bb06f62d0420b91af4b94c2a92520 |
| Source note | uspto-grants-2016_05 |