HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,O-bis(trimethylsilyl)acetamide → Ethyl 2-[[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinyl]methyl]-4-methylpentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,O-bis(trimethylsilyl)acetamide | HCID 6913588 | — |
| Reactant | Ethyl 4-methyl-2-methylenepentanoate | HCID 10909818 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | HCID 178523200 | HCID 178523200 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 2-[[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinyl]methyl]-4-methylpentanoate | HCID 10528548 | 81.3% |
Reaction Steps
To a solution of 1 g (3.13 mmol) of [2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid synthesized in 1.4., 2.2 g (14.10 mmol) of ethyl 4-methyl-2-methylenepentanoate and 0.52 ml of N,O-bis(trimethylsilyl)acetamide in 0.27 ml of acetonitrile is stirred at a temperature in the region of 20° C. for 24 hours. 60 ml of a 1/1 ethyl acetate/water mixture are added. The aqueous phase is extracted with ethyl acetate and the combined organic phases are washed with water, dried over sodium sulphate, filtered and evaporated under vacuum. The product is purified by recrystallization from a mixture of ethyl acetate and hexane. 1.21 g of product are recovered (yield=81.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06518260B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-1c38c02e40824d8681cb259986f97b98 |
| Source note | uspto-grants-2003_02 |