HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,4S)-4-Acetylthio-1-allyloxycarbonyl-2-carboxypyrrolidine → (3S,5S)-3-Acetylthio-1-allyloxycarbonyl-5-[N-(imidazo[5,1-b]thiazol-5-yl)methyl-N-methylaminocarbonyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,4S)-4-Acetylthio-1-allyloxycarbonyl-2-carboxypyrrolidine | HCID 15299255 | — |
| Reactant | 5-(N-Methylamino)methylimidazo[5,1-b]thiazole | HCID 21262403 | — |
| Reactant | Vilsmeier reagent dichloromethane | HCID 131722372 | — |
| Product | (3S,5S)-3-Acetylthio-1-allyloxycarbonyl-5-[N-(imidazo[5,1-b]thiazol-5-yl)methyl-N-methylaminocarbonyl]pyrrolidine | HCID 20639589 | 47.4% |
Reaction Steps
The procedure of Synthesis Example 1 is repeated, except that 260 mg of (3S,5S)-3-acetylthio-1-allyloxycarbonylpyrrolidin-5-carboxylic acid, 0.95 ml of a 1.1 M Vilsmeier reagent/dichloromethane solution, and 159 mg of 5-(N-methylaminomethyl)imidazo[5,1-b]thiazole. Thus, 190.6 mg of the title compound is prepared as a slightly yellow amorphous material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06180622B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-2edad9807fc045e4b42036d5bc28a85a |
| Source note | uspto-grants-2001_01 |