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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348861Generated: October 26, 2026

tert-Butyl ((S)-2-(3,5-difluorophenyl)-1-((S)-oxiran-2-yl)ethyl)carbamate → [1-(3,5-Difluoro-benzyl)-2-hydroxy-3-(1-isobutylcarbamoyl-ethylamino)-propyl]-carbamic Acid Tert-Butyl Ester

https://huagongshe.com/reaction/348861

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl ((S)-2-(3,5-difluorophenyl)-1-((S)-oxiran-2-yl)ethyl)carbamateHCID 9922319—
ReactantN1-Isobutyl-L-alaninamideHCID 13750006—
SolventIsopropanolHCID 3776—
Product[1-(3,5-Difluoro-benzyl)-2-hydroxy-3-(1-isobutylcarbamoyl-ethylamino)-propyl]-carbamic Acid Tert-Butyl EsterHCID 21087184—

Reaction Steps

N1-Isobutyl-L-alaninamide (3.8 g, 26 mmol) and tert-butyl (1S)-2-(3,5-difluorophenyl)-1-[(2S)-oxiran-2-yl]ethylcarbamate prepared by the method in EXAMPLE S-3 (3.1 g, 10.4 mmol) in isopropanol (50 mL) are refluxed 4 h. The reaction is cooled and concentrated under reduced pressure. Purification by flash column chromatography (silica, 8% methanol/chloroform) gives the title compound. ESI MS m/z 444.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176242B2
Source datasetuspto-grants-2007_02
ORD IDord-9413a172df0e4ed5a441a015926be8fe
Source noteuspto-grants-2007_02