HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R,3R)-3-(tert-Butyl-dimethylsilanyloxy)-2-[(1R)-(2,2,2-trifluoro-1-hydroxyethyl)]pyrrolidine-1-carboxylic acid tert-butyl ester → (1S,7R,7aR)-2-Trifluoromethyl-4-(7-hydroxy-1-trifluoromethyl-3-oxohexahydropyrrolo[1,2-c]imidazol-2-yl)-3-methylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R,3R)-3-(tert-Butyl-dimethylsilanyloxy)-2-[(1R)-(2,2,2-trifluoro-1-hydroxyethyl)]pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 16732286 | — |
| Reactant | 4-Cyano-2-methyl-3-trifluoromethylphenyl isocyanate | HCID 59754272 | — |
| Product | (1S,7R,7aR)-2-Trifluoromethyl-4-(7-hydroxy-1-trifluoromethyl-3-oxohexahydropyrrolo[1,2-c]imidazol-2-yl)-3-methylbenzonitrile | HCID 59754290 | — |
Reaction Steps
The title compound was prepared from (2R,3R)-3-(tert-butyl-dimethylsilanyloxy)-2-[(1R)-(2,2,2-trifluoro-1-hydroxyethyl)]pyrrolidine-1-carboxylic acid tert-butyl ester (66A) and isocyanate 18E following procedures analogous to those found in Example 72. LCMS: m/z 394 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772267B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-b715b9bd83c64c0ab2ea7af6f18b74a5 |
| Source note | uspto-grants-2010_08 |