HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetylacetone → HCID 57503336, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 13374883 | — |
| Reactant | HCID 59158009 | HCID 59158009 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 57503336 | HCID 57503336 | — |
Reaction Steps
1 g (5.32 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde is introduced into 25 ml of 2-propanol and heated under reflux with 0.93 g (9.3 mmol) of 2,4-pentanedione and 1.53 g (5.32 mmol) of (3S)-1-benzyl-2,5-dioxopyrrolidin-3-yl (2E)-3-aminobut-2-enoate [preparation analogous to D. Alker et al., Eur. J. Med. Chem. 26 (9), 907-913 (1991), starting from (3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione] overnight. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. 950 mg (33% of theory) of the desired product are obtained as 4R/4S diastereomer mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989633B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-362750cbb5c242dc917f007392bdc928 |
| Source note | uspto-grants-2011_08 |