HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 121266762, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1,1-Bis(4-hydroxyphenyl)-2-phenylbut-1-ene | HCID 63059 | — |
| Reactant | (S)-(-)-N-Boc-prolinol | HCID 643448 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 121266762 | HCID 121266762 | 51% |
Reaction Steps
To a stirred mixture of 4-(1-(4-hydroxylphenyl)-2-phenylbut-1-enyl)phenol (500 mg, 1.0 eq), (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (480 mg, 1.5 eq) and PPh3 (625 mg, 1.5 eq) in 25 mL anhydrous THF under nitrogen was added DIAD (480 mg, 1.5 eq) dropwise at 0° C. The reaction was stirred for 48 h at rt. Then the reaction was quenched with water and extracted with EtOAc. The extract was dried, concentrated and purified by column chromatography to give the desired product (400 mg, 51% yield, Z/E=1/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-8913e85cc9214e32959503871ad987f2 |
| Source note | uspto-grants-2016_04 |