HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl {4-[(2R,3R)-3-({[2-(1,3-benzodioxol-5-yl)-5,5-dimethyl-1,3-dioxan-2-yl]methyl}thio)-1-(4-methylphenyl)-4-oxoazetidin-2-yl]phenoxy}acetate → {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-methylphenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl {4-[(2R,3R)-3-({[2-(1,3-benzodioxol-5-yl)-5,5-dimethyl-1,3-dioxan-2-yl]methyl}thio)-1-(4-methylphenyl)-4-oxoazetidin-2-yl]phenoxy}acetate | HCID 86643077 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-methylphenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid | HCID 67271361 | — |
Reaction Steps
tert-Butyl {4-[(2R,3R)-3-({[2-(1,3-benzodioxol-5-yl)-5,5-dimethyl-1,3-dioxan-2-yl]methyl}thio)-1-(4-methylphenyl)-4-oxoazetidin-2-yl]phenoxy}acetate (Method 21) (0.21 g, 0.32 mmol) was dissolved in formic acid (10 mL) at room temperature and stirred for 30 minutes. The mixture was concentrated under reduced pressure (temperature<30° C.) and this crude oil was purified by flash-chromatography (heptane:acetone:formic acid 6:4:0.01) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906502B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-53c4f64bdba345fca9bd22d750401ded |
| Source note | uspto-grants-2011_03 |