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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058759Generated: November 2, 2026

Methyl 2-benzylprop-2-enoate → Methyl 3-[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl)amino]ethyl]phosphinyl]-2-(phenylmethyl)propanoate

https://huagongshe.com/reaction/1058759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-benzylprop-2-enoateHCID 575761—
ReactantN,O-bis(trimethylsilyl)acetamideHCID 6913588—
ReactantHCID 178523200HCID 178523200—
SolventWater ethylacetateHCID 22728543—
ProductMethyl 3-[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl)amino]ethyl]phosphinyl]-2-(phenylmethyl)propanoateHCID 1866870967%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518260B1
Source datasetuspto-grants-2003_02
ORD IDord-10c79680e9874e4a8e26863ccc2de203
Source noteuspto-grants-2003_02