HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha-Cyclopentylmandelic acid → 4-((R)-2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha-Cyclopentylmandelic acid | HCID 98283 | — |
| Reactant | 4-Hydroxy-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide | HCID 66902549 | — |
| Reactant | (1R/S,2R)-2-Hydroxymethyl-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-pyrrolidinium bromide | HCID 131729615 | — |
| Reactant | (R/S)-(2-Cyclohexyl-2-hydroxy-2-phenyl-acetoxymethyl)-1-(isoxazol-3-yl carbamoylmethyl)-1-methyl-pyrrolidinium bromide | HCID 131729617 | — |
| Product | 4-((R)-2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide | HCID 66902412 | — |
Reaction Steps
This compound is prepared by an analogous method to (1R/S,2R)-2-((R/S)-(2-Cyclohexyl-2-hydroxy-2-phenyl-acetoxymethyl)-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-pyrrolidinium bromide (Example 1) by replacing (1R/S,2R)-2-hydroxymethyl-1-(isoxazol-3-ylcarbamoyl-methyl)-1-methyl-pyrrolidinium bromide (Intermediate B) with 4-Hydroxy-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide (Intermediate K) and by replacing cyclohexyl-hydroxy-phenyl-acetic acid with cyclopentyl-mandelic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153669B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-57d7f2700cce4da0846fe376c8428612 |
| Source note | uspto-grants-2012_04 |