HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-(3-{4-[(2S,3R)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-2-(4-hydroxyphenyl)-4-oxoazetidin-1-yl]phenyl}prop-2-yn-1-yl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-[3-(4-{(2S,3R)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-1-yl}phenyl)prop-2-yn-1-yl]methanesulfonamide | HCID 68975379 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(3-{4-[(2S,3R)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-2-(4-hydroxyphenyl)-4-oxoazetidin-1-yl]phenyl}prop-2-yn-1-yl)methanesulfonamide | HCID 67055618 | — |
Reaction Steps
To a solution of 10 mg of N-[3-(4-{(2S,3R)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-1-yl}phenyl)prop-2-yn-1-yl]methanesulfonamide in 0.5 mL THF was added 0.5 mL of 2N aq. HCl. The resulting mixture was stirred at room temperature for 1 hr at which time the volatiles were removed under vacuum. The residue was purified by prep. Tlc eluting with CH2Cl2/MeOH (9/1) followed by further purification by prep. Tlc eluting with CH2Cl2/MeOH (95/5) afforded the title compound. m/z (ES) 544.9 (M+Na+), 523 (MH+), 505 (M−H2O+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622449B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-581477fd0cfe4fb0b89011df28e5ef51 |
| Source note | uspto-grants-2009_11 |