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-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate → {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-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-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate | HCID 86643075 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid | HCID 67271538 | — |
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-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate (Method 16) (10.0 g, 15.35 mmol) was dissolved in formic acid (100 mL) at room temperature and stirred for two hours. The mixture was concentrated under reduced pressure (temperature<30° C.) and the crude oil was purified by flash-chromatography (heptane:acetone:formic acid 6:4:0.01 and then 5:5:0.01) 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-187aaa2583234c1f8650f3b05b967b86 |
| Source note | uspto-grants-2011_03 |