HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 131725021, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 131725022 | HCID 131725022 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131725021 | HCID 131725021 | 100% |
Reaction Steps
A solution of (2S)-1-(O′-tert-butylthreoninyl)pyrrolidine-2-carbonitrile hydrochloride (35 mg, 0.12 mmol; prepared according to Jenkins et al., WO95/15309), benzyl chloroformate (32 mg, 0.13 mmol) and triethylamine (24 mg, 0.24 mmol) in dichloromethane (25 ml) was stirred at room temperature for 18 hours. After this time the solvent was removed in vacuo and the residue was taken up in ethyl acetate (70 ml). This solution was washed with 0.3M KHSO4, sat. NaHCO3, water and brine, dried (Na2SO4) and evaporated. The residue was purified by flash chromatography (eluant: chloroform:methanol; 98:2) yielding a white solid identified as the title compound (47 mg, 0.12 mmol, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169806B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-048f80b11e6346e5897cac8690fff8ce |
| Source note | uspto-grants-2007_01 |