HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 68714558, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Tetrahydro-4H-pyran-4-ol | HCID 74956 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | HCID 14760837 | HCID 14760837 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68714558 | HCID 68714558 | 82% |
Reaction Steps
A solution of (RS)-tert-butoxycarbonylamino-(3-hydroxy-phenyl)-acetic acid methyl ester (CAS 526217-60-7) in THF (10 ml) was treated under an argon atmosphere with tetrahydro-pyran-4-ol (0.24 ml), triphenylphosphine (649 mg) and di-tert-butyl azodicarboxylate (570 mg) and stirred at r.t. overnight. The reaction mixture was concentrated. The crude product was purified by column chromatography (silical gel; gradient: cyclohexane ->cyclohexane/EtOAc 1:1) to give (RS)-tert-butoxycarbonylamino-[3-(tetrahydro-pyran-4-yloxy)-phenyl]-acetic acid methyl ester (884 mg, 82%) as viscous light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604061B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-375fcedcff3344e6aabf92991904c2c0 |
| Source note | uspto-grants-2013_12 |