Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058765Generated: October 30, 2026

N,O-bis(trimethylsilyl)acetamide → Ethyl 2-[[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinyl]methyl]-4-methylpentanoate

https://huagongshe.com/reaction/1058765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,O-bis(trimethylsilyl)acetamideHCID 6913588—
ReactantEthyl 4-methyl-2-methylenepentanoateHCID 10909818—
ReactantWater ethylacetateHCID 22728543—
ReactantHCID 178523200HCID 178523200—
SolventAcetonitrileHCID 6342—
ProductEthyl 2-[[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinyl]methyl]-4-methylpentanoateHCID 1052854881.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518260B1
Source datasetuspto-grants-2003_02
ORD IDord-1c38c02e40824d8681cb259986f97b98
Source noteuspto-grants-2003_02