HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform methanol → Methyl 4-[bis(tert-butoxy)phosphorylhydroxymethyl]-D,L-phenylalaninate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | Methyl alpha-azido-4-[bis(tert-butoxy)phosphorylhydroxymethyl]cinnamate | HCID 54085097 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 4-[bis(tert-butoxy)phosphorylhydroxymethyl]-D,L-phenylalaninate | HCID 10386317 | 92% |
Reaction Steps
A solution of 7 (1.25 g, 2.85 mmol) in MeOH (50 mL) was hydrogenated in a Parr apparatus over 10% Pd.C (200 mg) under 40 psi H2. The hydrogen was replenished after 10 minutes. The reaction was terminated after 3 hours, and catalyst removed by filtration. Evaporation of solvent yielded 8 as a clear, colorless syrup, 1.17 g (100% crude yield). Silica gel chromatography [CHCl3 :MeOH(25:1)] provided pure 8 (92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05264607 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-64c49b52cecc4fbabd92c535bf1ddf09 |
| Source note | uspto-grants-1993_11 |