HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → HCID 69940123, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | HCID 69939850 | HCID 69939850 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69940123 | HCID 69940123 | 60% |
Reaction Steps
Phenylmethyl N-[2-[[hydroxy[2-phenyl-1-[[(tert-butoxy)carbonyl]amino]ethyl]phosphinyl]methyl]-1-oxo-3-phenylpropyl]-L-phenylalaninate is treated with benzyl alcohol (1.1 eq.) in the presence of dicyclohexylcarbodiimide and dimethylaminopyridine in tetrahydrofuran. After stirring overnight at room temperature, the mixture is filtered and then evaporated to dryness. The residue is taken up in ethyl acetate. This solution is washed 3 times with water, dried over sodium sulphate and then evaporated to dryness. The product is purified by chromatography on silica gel, eluting with a 1/9 dichloromethane/methanol mixture. The product is recovered in a yield of 60%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06518260B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-260535520fe14120a7f52058a7c865b7 |
| Source note | uspto-grants-2003_02 |