HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 10710901, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | N-Boc-cis-4-hydroxy-L-proline methyl ester | HCID 10752873 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10710901 | HCID 10710901 | 86% |
Reaction Steps
DIAD (4.13 ml, 21.0 mmol) was added to a solution of methyl (2S,4S)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarboxylate (4.69 g, 19.1 mmol), phenol (1.98 g, 21.0 mmol) and triphenylphosphine (5.51 g, 21.0 mmol) in THF (80 ml) under stirring at room temperature in a nitrogen gas stream. The reaction mixture was stirred overnight at room temperature. The residue obtained by concentrating the reaction mixture under reduced pressure was purified by chromatography on a silica gel column (silica gel: 700 g), whereby from chloroform/ethyl acetate (10/1) eluate fractions, the title compound (5.31 mg, 86%) was obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157487B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-12788d22f7ce4e2984a339aef37ff8c2 |
| Source note | uspto-grants-2007_01 |