HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 67080710, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | HCID 86638108 | HCID 86638108 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67080710 | HCID 67080710 | 68% |
Reaction Steps
Diisopropyl azodicarboxylate (806 mg, 3.75 mmol) was added at <10° C. to a solution of triphenylphosphine (983 mg, 3.75 mmol) in tetrahydrofuran (60 ml), followed by addition of a solution of (2-benzyloxycarbamoyl-ethyl)-((R)-1-hydroxymethyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (1.24 g, 2.88 mmol) in tetrahydrofuran (12 ml). The reaction mixture was stirred at <10° C. for 16 h, then concentrated. The residue was purified by chromatography (SiO2; heptane/ethyl acetate 7:3) to afford the title compound (800 mg, 68%). Light yellow oil, MS (ISP)=411.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071586B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-4b08c60d3ee4448aaba1cc27ec2c58a7 |
| Source note | uspto-grants-2011_12 |