HuagongsheHuagongshe Chemistry Print Report · For research reference only
methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate → 4,4-Difluorobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate | HCID 71009051 | — |
| Solvent | Ethanol heptane | HCID 22502148 | — |
| Product | 4,4-Difluorobutanoate | HCID 21122142 | 43.4% |
| Product | (S)-methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate | HCID 71008874 | 40.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987255B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-9f263817175a47d48d04265692a39074 |
| Source note | uspto-grants-2015_03 |