Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 178453971 | HCID 178453971 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178454052 | HCID 178454052 | — |
Reaction Steps
To BOC amino acid (293) (255 mg, 1.05 mmol) and triethylamine (0.58 mL, 4.2 mmol) in toluene (3 mL) at 45° C. was added dropwise diphenyl phosphoryl azide (0.23 ml, 1.15 mmol). Benzyl alcohol (0.16 mL, 1.58 mmol) was then added and the reaction heated at 55° C. for 4 h. The reaction was cooled to RT then washed with H2O, 1M KHSO4, and saturated sodium bicarbonate solution. The organic layer was dried (Na2SO4), filtered and reduced in vacuo to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273747B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-d618f0e7a6c6465e887e3e43afa0ddef |
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| Source note | uspto-grants-2012_09 |
|---|