HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-benzylprop-2-enoate → Methyl 3-[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl)amino]ethyl]phosphinyl]-2-(phenylmethyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-benzylprop-2-enoate | HCID 575761 | — |
| Reactant | N,O-bis(trimethylsilyl)acetamide | HCID 6913588 | — |
| Reactant | HCID 178523200 | HCID 178523200 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | Methyl 3-[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl)amino]ethyl]phosphinyl]-2-(phenylmethyl)propanoate | HCID 18668709 | 67% |
Reaction Steps
A solution of 1 g (3.31 mmol) of [2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid, 0.66 g (3.75 mmol) of methyl α-methylenebenzenepropanoate and 3.1 ml of N,O-bis(trimethylsilyl)acetamide is maintained at 60° C. for 24 hours. After cooling, 60 ml of a 1/1 ethyl acetate/water mixture are added. The aqueous phase is extracted with ethyl acetate. The combined organic phases are washed with water, dried over sodium sulphate, filtered and evaporated under vacuum. The residue is purified by recrystallization from a mixture of ethyl acetate and hexane. 1.04 g of product are recovered (yield=67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06518260B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-10c79680e9874e4a8e26863ccc2de203 |
| Source note | uspto-grants-2003_02 |