HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic Acid → (2R)-2-Benzoyloxy-4-(3-pyridyl)-1-butyl para-toluenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (2S)-2-hydroxy-4-(3-pyridyl)-1-butyl para-toluenesulfonate | HCID 57064601 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2R)-2-Benzoyloxy-4-(3-pyridyl)-1-butyl para-toluenesulfonate | HCID 53780759 | 64.7% |
Reaction Steps
Diethyl azodicarboxylate (0.61 ml) was added to a solution of (2S)-2-hydroxy-4-(3-pyridyl)-1-butyl para-toluenesulfonate (1.4 g), triphenylphosphine (1.31 g) and benzoic acid (0.61 g) in tetrahydrofuran (30 ml) at 0° C. and the resulting solution stirred for 1 hour. The mixture was concentrated under reduced pressure and the residue obtained purified by column chromatography over silica eluting with diethyl ether to give the sub-title compound as a white solid (1.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977105 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-85da5f34290048f1869a59e7925a0a7e |
| Source note | uspto-grants-1999_11 |