Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | HCID 86739548 | HCID 86739548 | — |
| Reactant | HCID 178514982 | HCID 178514982 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86739554 | HCID 86739554 | — |
Reaction Steps
A suspension of (2-phthalimido-3-phenylpropyl)phosphinic acid in dry benzene is treated with phosphorus pentachloride and stirred at room temperature under argon for an hour. The mixture is then refluxed for 15 minutes, cooled and evaporated to dryness at room temperature (0.5 mm. of Hg). The residue is taken up in dry methylene chloride and reacted successively with a mixture of ethanol (1 eq.) and triethylamine (1 eq.) in methylene chloride and (R)-dihydro-5-amino-4-oxo-2-phenyl-2H-1,3-thiazine-3(4H)-acetic acid, ethyl ester in the presence of triethylamine according to the procedure of Example 1(f). Work up of the reaction mixture according to the procedure of Example 1(f) yields (R)-dihydro-5-[[[2-phthalimido-3-phenylpropyl]ethoxyphosphinyl]amino]-4-oxo-2-phenyl-2H-1,3-thiazine-3(4H)-acetic acid, ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04460579 |
|---|
| Source dataset | uspto-grants-1984_07 |
|---|
| ORD ID | ord-127b3033eed844b581a48da0a84f1881 |
|---|
| Source note | uspto-grants-1984_07 |
|---|