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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876369Generated: October 30, 2026

methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate → 4,4-Difluorobutanoate

https://huagongshe.com/reaction/876369

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoateHCID 71009051—
SolventEthanol heptaneHCID 22502148—
Product4,4-DifluorobutanoateHCID 2112214243.4%
Product(S)-methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoateHCID 7100887440.8%

Reaction Steps

Chiral separation of methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate (3.8 g, 8.83 mmol) by preparative chiral HPLC on Reprosil Chiral NR column with eluent 5% EtOH/n-heptane to give (S)-methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate (1.55 g, 3.6 mmol, 40.8% yield) as a colourless oil and (R)-methyl 3-(5-bromo-2-fluorophenyl)-3-(S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate (1.65 g, 3.83 mmol, 43.4% yield) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987255B2
Source datasetuspto-grants-2015_03
ORD IDord-9f263817175a47d48d04265692a39074
Source noteuspto-grants-2015_03