HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 66756812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-(Trimethylsilyl)ethanol | HCID 18013 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 66756685 | HCID 66756685 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66756812 | HCID 66756812 | — |
Reaction Steps
To a solution of N-(t-butoxycarbonylsulfamoyl)-N-(2-benzyloxy-4-iodophenyl)glycine tert-butyl ester (3.49 g, 5.6 mmol) in toluene (224 mL) is added triphenylphosphine (2.22 g, 8.47 mmol) and 2-trimethylsilanylethanol (992 mg, 8.38 mmol). DIAD (1.6 mL, 8.13 mmol) is then added dropwise over 10 min. The mixture is stirred for 50 min then the toluene is remove under reduced pressure. After 18 h, 20% EtOAc/hexane is added (50 ml in 4 increments) to form a precipitate. The solid is filtered and the filtrate is then concentrated. The residue is then purified by column chromatography to give the title compound as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084448B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-742bea5ac1894e078163b88eb6cf379b |
| Source note | uspto-grants-2011_12 |