HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 51968676, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid | HCID 688022 | — |
| Reactant | (S)-(-)-1-(4-chlorophenyl)ethylamine | HCID 1550852 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 51968676 | HCID 51968676 | — |
Reaction Steps
Boc-D-Proline (4.3 g, 20 mmol) was dissolved in DMF (100 ml). Then (S)-4-Chloro-α-methybenzylamine (3 ml, 22 mmol) and HBTU (7.58 g, 20 mmol), DIEA (6.96 ml, 40 mmol) were added while stirring. The reaction mixture was stirred overnight. The reaction mixture was diluted with EtOAc (100 ml), washed with 1N HCl (2×50 ml), sat. aq. NaHCO3 (2×50 ml) and brine, dried over Na2SO4, and concentrated in vacuo. The crude desired product as a white solid (6 g, 85.7%) directly used for next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288371B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-feb2f1caed594f49b8009c4e6e998c89 |
| Source note | uspto-grants-2012_10 |