HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 1-p-methoxybenzyl-3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | N-p-methoxybenzyl-N-tert.-butylsulphonylmethyl-(R)-glycidic acid amide | HCID 57103465 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-p-methoxybenzyl-3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone | HCID 18604772 | — |
Reaction Steps
Analogously to Example 8b, from 1.71 g (5 mmol) of N-p-methoxybenzyl-N-tert.-butylsulphonylmethyl-(R)-glycidic acid amide in THF, by reaction with dehydrated tetra-n-butylammonium fluoride in the presence of activated molecular sieve, there is obtained the title compound in the form of a crude product which is chromatographed over silica gel using toluene/ethyl acetate (4:1) and (2:1). The pure title compound is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04614614 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-24a9b3239f7040c2b56ebbbd03b3ee5f |
| Source note | uspto-grants-1986_09 |