HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 25053656, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Formylglycine | HCID 75606 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 57692857 | HCID 57692857 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 25053656 | HCID 25053656 | 43.5% |
Reaction Steps
Prepared according to the procedure described in Example 36, above. Hydroxy β-lactone 13f (10 mg, 0.033 mmol), N-formylglycine (12.0 mg, 0.120 mmol), triphenylphosphine (26.6 mg, 0.099 mmol), and 0.5 mL of xylene were combined and the mixture was azeotroped in vacuo for 1.0 h. THF (1.4 mL) was then added followed by DIAD (21.0 μL, 0.108 mmol). After 12 hours the mixture was concentrated in vacuo, and purified by chromatography (SiO2, 10 to 30% EtOAc:hexanes) to afford β-lactone 15i (5.5 mg, 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258321B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-5075b92630d942c5a5f68d1d7668aeb9 |
| Source note | uspto-grants-2012_09 |