HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → S-[1-(4,5-Dihydro-2-thiazolyl)-3-azetidinyl] ethanethioate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 1-(4,5-Dihydrothiazol-2-yl)azetidin-3-ol | HCID 10986515 | — |
| Reactant | HCID 178418634 | HCID 178418634 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | S-[1-(4,5-Dihydro-2-thiazolyl)-3-azetidinyl] ethanethioate | HCID 11790619 | 65% |
Reaction Steps
To a mixture solution of triphenylphosphine and diethyl azodicarboxylate in 10 ml of tetrahydrofuran was added a mixture of 119 mg of Compound (3) and thioacetic acid under ice-cooling, and the reaction mixture was stirred for 1 hour at the same condition, then for 1 hour at room temperature. After the reaction solvent was removed under reduced pressure, the resulting residue was purified by silica gel column chromatography (chloroform:ethanol=1:1) to give 107 mg (65%) of 3-acetylthio-1-(thiazolin-2-yl)azetidine [Compound (4)].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05783703 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-76cd41c79d424a0e8034a9fdc0786921 |
| Source note | uspto-grants-1998_07 |