HuagongsheHuagongshe Chemistry Print Report · For research reference only
{4-[(R)-2-Oxo-6-((E)-3-oxo-4-phenyl-but-1-enyl)-piperidin-1-yl]-butoxy}-acetic acid methyl ester → {4-[(R)-2-Oxo-6-((E)-3-oxo-4-phenyl-but-1-enyl)-piperidin-1-yl]-butoxy}-acetic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | {4-[(R)-2-Oxo-6-((E)-3-oxo-4-phenyl-but-1-enyl)-piperidin-1-yl]-butoxy}-acetic acid methyl ester | HCID 11349716 | — |
| Solvent | Phosphate | HCID 1061 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | {4-[(R)-2-Oxo-6-((E)-3-oxo-4-phenyl-but-1-enyl)-piperidin-1-yl]-butoxy}-acetic Acid | HCID 11303307 | 80% |
Reaction Steps
Rabbit liver esterase (134 units/mg, 1 mg) was added to a solution of {4-[(R)-2-oxo-6-((E)-3-oxo-4-phenyl-but-1-enyl)-piperidin-1-yl]-butoxy}-acetic acid methyl ester (10 mg, 0.026 mmol) in acetonitrile (0.2 mL) and pH 7.2 phosphate buffer (3.0 mL). After 24 h, acetonitrile (5 mL) was added and the reaction mixture was concentrated to dryness in vacuo. Purification of the residue by flash column chromatography on silica gel (CH2Cl2 →3% MeOH(CH2Cl2, gradient) afforded 7.7 mg (80%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06977260B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-c159c918ab5c4836a7fc41622dfea5ea |
| Source note | uspto-grants-2005_12 |