HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 12132857, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | {(Z)-4-[(R)-2-oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-but-2-enyloxy}-acetic acid ethyl ester | HCID 12132856 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 12132857 | HCID 12132857 | — |
Reaction Steps
A solution of {(Z)-4-[(R)-2-oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-but-2-enyloxy}-acetic acid ethyl ester (0.7 g, 1.97 mmol) in 15 mL of ethanol was stirred at 0° C., and 0.082 g NaBH4 was added. The reaction was allowed to come to room temperature and stirred for 7 hours, followed by addition of a solution of hydrochloric acid in methanol (2 M, 1-2 mL) and extraction with ethyl acetate. The organic phase was dried, concentrated, purified via chromatography to yield {(Z)-4-[(R)-2-((E)-3-hydroxy-oct-1-enyl)-5-oxo-pyrrolidin-1-yl]-but-2-enyloxy}-acetic acid ethyl ester, and taken directly on to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06849657B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-838f866032fa4434bfae13020c704090 |
| Source note | uspto-grants-2005_02 |