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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641644Generated: November 1, 2026

Ethanol → (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoate

https://huagongshe.com/reaction/1641644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant(3R,5S)-5-biphenyl-4-ylmethyl-1-(2,2-dimethylpropionyl)-3-methylpyrrolidin-2-oneHCID 66738857—
Product(2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-MethylpentanoateHCID 25017087—

Reaction Steps

0.5 g (3R,5S)-5-biphenyl-4-ylmethyl-1-(2,2-dimethylpropionyl)-3-methylpyrrolidin-2-one, 5 ml ethanol and 1.1 g para-toluenesulphonic acid were heated at about 80-120° C. for about 24 hours. The mixture was evaporated to dryness to obtain (2R,4S)-4-amino-5-biphenyl-4-yl-2-methylpentanoic acid ethyl ester (p-toluenesulphonate salt). 1H NMR (CDCl3): 1.08 (3H), 1.16 (3H), 1.87 (1H), 1.95 (1H), 2.38 (3H), 2.77 (1H), 2.92 (1H), 3.15 (1H), 3.69 (1H), 4.07 (2H), 7.16-7.77 (13H), 9.89 (3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08115016B2
Source datasetuspto-grants-2012_02
ORD IDord-ac37accd0ef44df4bdfad08aae627395
Source noteuspto-grants-2012_02