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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821539Generated: October 30, 2026

Ethyl Acetate → Acetylphenylalanine methyl ester

https://huagongshe.com/reaction/1821539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantL-Phenylalanine, methyl esterHCID 736234—
ReactantHCID 178418361HCID 178418361—
Catalyst(+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(l)tetrafluoroborateHCID 11006841—
SolventMethanolHCID 887—
ProductAcetylphenylalanine methyl esterHCID 704002—

Reaction Steps

The synthesis was carried out with reference to the disclosure of Reference Article (7). There was dissolved 1.46 g (6.4 mmol) of the dehydro-compound (30) in 20 ml of dehydrated methanol, 35 mg of (S,S)-Et-DuPhos-Rh catalyst was introduced into the solution and the resulting mixture was stirred at room temperature for 16 hours using a medium pressure reducing device at a hydrogen gas pressure of 2 atm. The resulting product was loaded on a silica gel column (20×55 mm), followed by elution with 200 ml of ethyl acetate to thus give 1.40 g (6.0 mmol, 95%) of the intended compound: phenylalanine methyl ester (3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07608248B2
Source datasetuspto-grants-2009_10
ORD IDord-cb4729718d9a48138d540ab04883797d
Source noteuspto-grants-2009_10