HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → HCID 67491102, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 67490895 | HCID 67490895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67491102 | HCID 67491102 | 76.4% |
Reaction Steps
(3S,4R)-1-Benzyloxycarbonyl-4-[1-(hydroxymethyl)vinyl]pyrrolidine-3-carboxylic acid tert-butyl ester (30.0 g, 83.0 mmol) was dissolved in dichloromethane (300 mL). Triphenylphosphine (23.2 g, 87.2 mmol) and carbon tetrabromide (29.4 g, 87.2 mmol) were added, and the mixture was stirred at room temperature for 30 minutes. The reaction solution was concentrated under reduced pressure. Then, the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:1→1:1) to give 26.9 g of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618094B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-39e927de30484c0392b61b1bb4b0de03 |
| Source note | uspto-grants-2013_12 |