HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-Carbobenzyloxy-3-(N-carbobenzyloxy-3-fluoroanilin-4-yl)azetidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | N-carbobenzyloxy-3-(N-carbobenzyloxy-3-fluoroanilin-4-yl)-3-hydroxyazetidine | HCID 22625688 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Carbobenzyloxy-3-(N-carbobenzyloxy-3-fluoroanilin-4-yl)azetidine | HCID 22625683 | — |
Reaction Steps
Triethylsilane (30 mL) and trifluoroacetic acid (12 mL) were added to a solution of N-carbobenzyloxy-3-(N-carbobenzyloxy-3-fluoroanilin-4-yl)-3-hydroxyazetidine (Example 81, Step 3, 4.3 g, 9.55 mmol) in methylene chloride (40 mL) and stirred for 2 days. Removal of the solvents at 45°/0.75 mm gave an amber oil. Chromatography over silica gel (150 g, 40-60 μm) eluting with 1-3% methanol-chloroform yielded the title compound as a solid, m.p. 95°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06051716 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-c43bec5e95b94d6896913dacf5921c7c |
| Source note | uspto-grants-2000_04 |