HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 131724971, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | (2S)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid | HCID 11206950 | — |
| Reactant | HCID 131724972 | HCID 131724972 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131724971 | HCID 131724971 | 90.8% |
Reaction Steps
To a solution of 131 mg of N-Boc-2-(S)-methyl-(L)-proline, 190 mg 4-(2-cyanophenoxy)-phenylalanine, methyl ester hydrochloride, 297 mg PyBOP, and 4 mL of methylene chloride at 0° C. was added 300 μL of diisopropylethylamine via syringe. The reactants were allowed to warm to room temperature and said reaction was run over the weekend. The reaction was then diluted with methylene chloride, washed with water, 1N hydrochloric acid), saturated sodium bicarbonate solution, and saturated salt solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The product was purified via silica gel chromatography, eluted with 80% hexane:20% acetone to yield 263 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06903075B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-62d28609a1164034a0eaffa9b4817deb |
| Source note | uspto-grants-2005_06 |