HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | trimethylsilyl N-trimethylsilylethanimidate | HCID 25248 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl ester | HCID 66713420 | — |
| Product | 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one | HCID 66713280 | — |
Reaction Steps
2 gms of 5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl ester was dissolved in 20 ml of toluene and stirred at room temperature for 5-20 minutes. To the reaction mass 2.39 ml of N,O-Bis-(trimethylsilyl)-acetamide was added and temperature was raised to 40-60° C. To this 0.04 gms of Tetra butyl ammonium fluoride was added and reaction was monitored by TLC. Water was added and organic fraction was distilled to get 1.5 gms of 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388440B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-17fd14a86c0e44c4959782ed675e4770 |
| Source note | uspto-grants-2016_07 |