HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium trimethylsilanolate → (1R)-2-[(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium trimethylsilanolate | HCID 23668039 | — |
| Reactant | (5R)-3-(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one | HCID 69119376 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1R)-2-[(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol | HCID 69119807 | — |
Reaction Steps
A stirred mixture of (5R)-3-(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one and potassium trimethyl silanolate (240 mg) in THF (6 ml) was heated to reflux for 1.5 h. The mixture was poured into phoshate buffer solution (pH 5) and extracted into DCM. The extracts were washed with water, dried (Na2SO4) and evaporated to give the title compound (120 mg). LCMS RT=2.93 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442839B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-dffb7638fad8491c9a592050eb473ff8 |
| Source note | uspto-grants-2008_10 |