HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-acetoxy-1-(4(S)-benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-(biphenyl-4-yl-1H-pyrrol-3-yl)-ethanone → 2-Acetoxy-2-(2-biphenyl-4-yl-furan-5-yl)-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-acetoxy-1-(4(S)-benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-(biphenyl-4-yl-1H-pyrrol-3-yl)-ethanone | HCID 18341274 | — |
| Reactant | 2-(2-Biphenyl-4-yl-furan-5-yl)-2-hydroxy-acetic acid ethyl ester | HCID 18341511 | — |
| Product | 2-Acetoxy-2-(2-biphenyl-4-yl-furan-5-yl)-acetic acid ethyl ester | HCID 18341508 | 83% |
Reaction Steps
According to the procedure described in Example 13 for the preparation of 2-acetoxy-1-(4(S)-benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-(biphenyl-4-yl-1H-pyrrol-3-yl)-ethanone, 2-(2-biphenyl-4-yl-furan-5-yl)-2-hydroxy-acetic acid ethyl ester was acylated to furnish in 83% yield 2-acetoxy-2-(2-biphenyl-4-yl-furan-5-yl)-acetic acid ethyl ester which was used without purification. Flash column chromatography with 0-20% EtOAc/hex as eluant gave an analytically pure pink solid, mp 136-140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06306892B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-86a3340487f4405e88fb229a81721df4 |
| Source note | uspto-grants-2001_10 |