HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86596178, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | HCID 86596176 | HCID 86596176 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86596178 | HCID 86596178 | 12.4% |
Reaction Steps
To a solution of 4-nitrobenzyl (5R,6S)-3-{4-[(aminocarbonyl)oxy]phenyl}-6-{(1R)-1-[(triethylsilyl)oxy]ethyl}-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (110 mg) prepared in the above step in THF (1.9 ml) was added under ice cooling acetic acid (11 mg). Then 1M tetrabutylammonium fluoride/THF solution (0.19 ml) was dropped thereto and the mixture was stirred at the same temperature for 45 minutes. The residue prepared by the same manner as step a) of example 11 was purified by silica gel thin-layer chromatography (chloroform/acetone=2/1) to give 4-nitrobenzyl (5R,6S)-3-{4-[(aminocarbonyl)oxy]phenyl}-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (11 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07205291B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-08e1f074873f4cc1b8426c748e1c32b9 |
| Source note | uspto-grants-2007_04 |