HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 86590684, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Ethyl [3-(hydroxymethyl)phenoxy]acetate | HCID 18367402 | — |
| Reactant | HCID 24822464 | HCID 24822464 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86590684 | HCID 86590684 | 46.5% |
Reaction Steps
Under nitrogen at 5° C., to a solution of tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][2-(4-hydroxyphenyl)ethyl]carbamate (1.5 g), ethyl [3-(hydroxymethyl)phenoxy]acetate (885 mg) and triphenyl phosphine (1.1 g) in tetrahydrofuran (30 ml) was added diethyl azodicarboxylate (0.66 ml). The mixture was stirred at room temperature for 12 hours and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=2/1) to give ethyl [3-[[4-[2-[(tert-butoxycarbonyl)[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenoxy]methyl]-phenoxy]acetate (1.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629366B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-a017b7411b9849079c85434a4d1484b2 |
| Source note | uspto-grants-2009_12 |